CN108383807A - A method of reducing the discharge of etherification reaction brine waste - Google Patents
A method of reducing the discharge of etherification reaction brine waste Download PDFInfo
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- CN108383807A CN108383807A CN201810326882.9A CN201810326882A CN108383807A CN 108383807 A CN108383807 A CN 108383807A CN 201810326882 A CN201810326882 A CN 201810326882A CN 108383807 A CN108383807 A CN 108383807A
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- China
- Prior art keywords
- brine waste
- discharge
- etherification
- water
- reducing
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- 238000006266 etherification reaction Methods 0.000 title claims abstract description 43
- 239000012267 brine Substances 0.000 title claims abstract description 34
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 title claims abstract description 34
- 239000002699 waste material Substances 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 75
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims abstract description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000001103 potassium chloride Substances 0.000 claims abstract description 25
- 235000011164 potassium chloride Nutrition 0.000 claims abstract description 25
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims abstract description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000001556 precipitation Methods 0.000 claims abstract description 8
- 239000000243 solution Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 238000010792 warming Methods 0.000 claims description 8
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 230000008859 change Effects 0.000 claims description 5
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical group [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 5
- 239000003444 phase transfer catalyst Substances 0.000 claims description 4
- 238000013517 stratification Methods 0.000 claims description 4
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 3
- 229940073608 benzyl chloride Drugs 0.000 claims description 3
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 38
- 230000009467 reduction Effects 0.000 abstract description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 6
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 230000009931 harmful effect Effects 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002351 wastewater Substances 0.000 description 6
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- CZGCEKJOLUNIFY-UHFFFAOYSA-N 4-Chloronitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1 CZGCEKJOLUNIFY-UHFFFAOYSA-N 0.000 description 1
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKUSWAGOKUGEDX-UHFFFAOYSA-N C(CCC)Br(CCCC)(CCCC)CCCC Chemical compound C(CCC)Br(CCCC)(CCCC)CCCC OKUSWAGOKUGEDX-UHFFFAOYSA-N 0.000 description 1
- BNUHAJGCKIQFGE-UHFFFAOYSA-N Nitroanisol Chemical compound COC1=CC=C([N+]([O-])=O)C=C1 BNUHAJGCKIQFGE-UHFFFAOYSA-N 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- BDRTVPCFKSUHCJ-UHFFFAOYSA-N molecular hydrogen;potassium Chemical compound [K].[H][H] BDRTVPCFKSUHCJ-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a kind of methods of reduction etherification reaction brine waste discharge, include the following steps：S1, etherification reaction, proportionally mix alcohol, chlorohydrocarbon and potassium hydroxide or potassium hydroxide solution, and temperature reaction under stirring conditions obtains etherification product and potassium chloride；Water is added in the product obtained to step S1 in S2, water-oil separating, and unreacted potassium hydroxide and potassium chloride are dissolved, is detached with oily etherification product, respectively obtains brine waste and oily etherification product.The present invention uses potassium hydroxide to replace sodium hydroxide as the lye in the reaction of ether solution, obtained potassium chloride has the characteristic of solubility with temperature variation, the precipitation of chlorate can be reduced, recyclable use to step S1 of brine waste that step S2 is obtained prepares lye or is used for step S2 as water phase progress water-oil separating, reduce the discharge of brine waste, while reducing production cost and environmental protection treatment cost, and without increasing equipment, process safety is reliable, low to the harmful effect of environment.
Description
Technical field
The invention belongs to water-treatment technology fields, are related to a kind of method of reduction brine waste discharge, relate in particular to
A method of it reducing etherification reaction brine waste using potassium hydroxide alkaline and discharges.
Background technology
Currently, the etherification reaction of most chlorohydrocarbons and alcohol is all using highly basic as catalyst, usually in sodium hydroxide solution
Middle progress, a kind of clean preparation method of paraphenetidine as disclosed in Chinese patent CN106187786A comprising as follows
Step：(1) para-nitrochloro-benzene, sodium hydroxide and methanol carry out etherification reaction, obtain etherification reaction liquid；(2) step (1) is obtained
To etherification reaction liquid filtered fluid and filter cake is directly obtained by filtration, filter cake is washed with methanol, and industrial grade sodium chloride is obtained after drying,
Filtrate obtains paranitroanisole concentrate through being distilled and concentrated.
The above-mentioned method using sodium hydroxide solution will produce a large amount of brine wastes, and mostly high-salt wastewater, such waste water
Since survival rate is very low wherein for strain, it is not easy to carry out biochemical treatment, processing cost is high.Therefore a kind of reduction chlorate is provided
Precipitation, to reduce brine waste discharge capacity, reduce cost for wastewater treatment technique it is most important.
Invention content
For this purpose, in being synthesized with the etherificate of alcohol technical problem to be solved by the present invention lies in existing chlorohydrocarbon, generation contains
Salt wastewater flow rate is big and be difficult to handle, processing cost it is high, to propose that one kind can effectively reduce the discharge of etherification reaction brine waste, drop
The method of low environmental protection treatment cost.
In order to solve the above technical problems, the technical scheme is that：
The present invention provides a kind of method of reduction etherification reaction brine waste discharge comprising following steps：
S1, etherification reaction, according to molar ratio 1-1.05:1-1.1:1-1.15 is by alcohol, chlorohydrocarbon and potassium hydroxide or hydrogen-oxygen
Change potassium solution mixing, temperature reaction under stirring conditions obtains etherification product and potassium chloride；
The water that temperature is not less than 80 DEG C is added in the product obtained to step S1 for S2, water-oil separating, will be wherein unreacted
Potassium hydroxide and potassium chloride dissolving divide by water phase and oily etherification product stratification to reduce the precipitation of chlorate after layering
Brine waste and oily etherification product are not obtained.
Preferably, the alcohol be allyl alcohol, benzyl alcohol, sec-butyl alcohol, the chlorohydrocarbon be epoxychloropropane, chloropropane,
Benzyl chloride.
Preferably, the mass concentration of the potassium hydroxide solution is 30~50%.
Preferably, mixing speed is 200~300rpm in the step S1, the reaction time is 4~6 hours, is warming up to
Not less than 80 DEG C.
Preferably, maintaining the temperature at 80 DEG C or more during stratification in the step S2.
Preferably, in the step S1, it is also added with phase transfer catalyst.
Preferably, the phase transfer catalyst is tetrabutylammonium bromide, the mass concentration of the tetrabutylammonium bromide is
0.1%.
Preferably, the brine waste cycle that the step S2 is generated prepares potassium hydroxide solution or cycle with to step S1
Water-oil separating is carried out for step S2.
The above technical solution of the present invention has the following advantages over the prior art：
The method of the present invention for reducing the discharge of etherification reaction brine waste, includes the following steps：S1, etherification reaction,
Proportionally alcohol, chlorohydrocarbon and potassium hydroxide or potassium hydroxide solution are mixed, temperature reaction under stirring conditions obtains ether
Change product and potassium chloride；Hot water is added in the product obtained to step S1 in S2, water-oil separating, will wherein unreacted hydroxide
Potassium and potassium chloride dissolving, detach with oily etherification product, respectively obtain brine waste and oily etherification product.Present invention hydrogen-oxygen
Change the lye during potassio reacts for sodium hydroxide as ether solution, obtained potassium chloride has the characteristic of solubility with temperature variation,
The precipitation of chlorate can be reduced, the brine waste that step S2 is obtained is recyclable to be made with to step S1 preparation lye or for step S2
Water-oil separating is carried out for water phase, reduces the discharge of brine waste, while reducing production cost and environmental protection treatment cost, and nothing
Equipment need to be increased, process safety is reliable, low to the harmful effect of environment.
Specific implementation mode
In order to make the content of the present invention more clearly understood, below according to specific embodiments of the present invention to this hair
It is bright to be described in further detail.
Embodiment 1
The present embodiment provides a kind of methods that reduction chlorohydrocarbon is discharged with brine waste in etherified react comprising as follows
Step：
S1, prepare lye or directly use highly basic, the highly basic be potassium hydroxide, lye is that mass concentration is 30-
50% potassium hydroxide, use in the present embodiment mass concentration for 30% potassium hydroxide solution, according to molar ratio 1:1:1 ratio
Example mixes allyl alcohol, epoxychloropropane and potassium hydroxide solution, and the tetrabutylammonium bromide that mass concentration is 0.1% is added,
It is stirred to react under the mixing speed of 200rpm and is warming up to 80 DEG C or more, 85 DEG C are warming up in the present embodiment, obtained after reacting 4h
To etherification product and potassium chloride, the potassium hydroxide partly or entirely generates potassium chloride.
The hot water that temperature is not less than 80 DEG C is added in the product obtained to step S1, is adopted in the present embodiment for S2, water-oil separating
With water at a temperature of 90 °C, remaining potassium hydroxide and potassium chloride is made to be dissolved in the water；Kept for 80 DEG C or more, standing keeps saliferous useless
Water is detached with etherification product oil reservoir, saliferous (potassium chloride) waste water and oily etherification product is respectively obtained, due to the dissolving of potassium chloride
Degree is increased with temperature and is increased, its solubility is high under hot water, reduces the precipitation of chlorate.Wherein brine waste is recyclable uses
The water of potassium hydroxide solution or cycle for replacing addition in step S2 is prepared in step S1, carries out water-oil separating operation.
Embodiment 2
The present embodiment provides a kind of methods that reduction chlorohydrocarbon is discharged with brine waste in etherified react comprising as follows
Step：
S1, prepare lye or directly use highly basic, the highly basic be potassium hydroxide, lye is that mass concentration is 30-
50% potassium hydroxide, use in the present embodiment mass concentration for 50% potassium hydroxide solution, according to molar ratio 1.05:1.1:
1.15 ratio mixes benzyl alcohol, chloropropane and potassium hydroxide solution, and the tetrabutyl bromine that mass concentration is 0.1% is added
Change ammonium, be stirred to react under the mixing speed of 300rmp and be warming up to 80 DEG C or more, 90 DEG C are warming up in the present embodiment, reacts 6h
After obtain etherification product and potassium chloride, the potassium hydroxide partly or entirely generates potassium chloride.
The hot water that temperature is not less than 80 DEG C is added in the product obtained to step S1, is adopted in the present embodiment for S2, water-oil separating
The water for being 85 DEG C with temperature, makes remaining potassium hydroxide and potassium chloride be dissolved in the water；Kept for 80 DEG C or more, standing keeps saliferous useless
Water is detached with etherification product oil reservoir, saliferous (potassium chloride) waste water and oily etherification product is respectively obtained, due to the dissolving of potassium chloride
Degree is increased with temperature and is increased, its solubility is high under hot water, reduces the precipitation of chlorate.Wherein brine waste is recyclable uses
The water of potassium hydroxide solution or cycle for replacing addition in step S2 is prepared in step S1, carries out water-oil separating operation.
Embodiment 3
The present embodiment provides a kind of methods that reduction chlorohydrocarbon is discharged with brine waste in etherified react comprising as follows
Step：
S1, prepare lye or directly use highly basic, the highly basic be potassium hydroxide, lye is that mass concentration is 30-
50% potassium hydroxide, use in the present embodiment mass concentration for 40% potassium hydroxide solution, according to molar ratio 1.02:
1.05:1.1 ratio mixes sec-butyl alcohol, benzyl chloride and potassium hydroxide solution, and four fourths that mass concentration is 0.1% are added
Base ammonium bromide stirs under the mixing speed of 250rpm and is warming up to 80 DEG C or more, and 85 DEG C are warming up in the present embodiment, reacts 5h
After obtain etherification product and potassium chloride, the sodium hydroxide partly or entirely generates potassium chloride.
The hot water that temperature is not less than 80 DEG C is added in the product obtained to step S1, is adopted in the present embodiment for S2, water-oil separating
The water for being 95 DEG C with temperature, makes remaining potassium hydroxide and potassium chloride be dissolved in the water；Kept for 80 DEG C or more, standing keeps saliferous useless
Water is detached with etherification product oil reservoir, saliferous (potassium chloride) waste water and oily etherification product is respectively obtained, due to the dissolving of potassium chloride
Degree is increased with temperature and is increased, its solubility is high under hot water, reduces the precipitation of chlorate.Wherein brine waste is recyclable uses
The water of potassium hydroxide solution or cycle for replacing addition in step S2 is prepared in step S1, carries out water-oil separating operation.
Obviously, the above embodiments are merely examples for clarifying the description, and does not limit the embodiments.It is right
For those of ordinary skill in the art, can also make on the basis of the above description it is other it is various forms of variation or
It changes.There is no necessity and possibility to exhaust all the enbodiments.And it is extended from this it is obvious variation or
It changes still within the protection scope of the invention.
Claims (8)
1. a kind of method reducing the discharge of etherification reaction brine waste, which is characterized in that include the following steps：
S1, etherification reaction, according to molar ratio 1-1.05:1-1.1:1-1.15 is by alcohol, chlorohydrocarbon and potassium hydroxide or potassium hydroxide
Solution mixes, and temperature reaction under stirring conditions obtains etherification product and potassium chloride；
The water that temperature is not less than 80 DEG C is added in the product obtained to step S1 for S2, water-oil separating, will wherein unreacted hydrogen-oxygen
Change potassium and potassium chloride dissolving, by water phase and oily etherification product stratification to reduce the precipitation of chlorate, after layering respectively
To brine waste and oily etherification product.
2. the method according to claim 1 for reducing the discharge of etherification reaction brine waste, which is characterized in that the alcohol is alkene
Propyl alcohol, benzyl alcohol, sec-butyl alcohol, the chlorohydrocarbon are epoxychloropropane, chloropropane, benzyl chloride.
3. the method according to claim 2 for reducing the discharge of etherification reaction brine waste, which is characterized in that the hydroxide
The mass concentration of potassium solution is 30~50%.
4. the method according to claim 3 for reducing the discharge of etherification reaction brine waste, which is characterized in that the step S1
Middle mixing speed is 200~300rpm, and the reaction time is 4~6 hours, is warming up to not less than 80 DEG C.
5. the method according to claim 4 for reducing the discharge of etherification reaction brine waste, which is characterized in that the step S2
80 DEG C or more are maintained the temperature at during middle stratification.
6. the method according to claim 5 for reducing the discharge of etherification reaction brine waste, which is characterized in that the step S1
In, also it is added with phase transfer catalyst.
7. the method according to claim 6 for reducing the discharge of etherification reaction brine waste, which is characterized in that the phase transfer
Catalyst is tetrabutylammonium bromide, and the mass concentration of the tetrabutylammonium bromide is 0.1%.
8. the method according to claim 7 for reducing the discharge of etherification reaction brine waste, which is characterized in that the step S2
The brine waste cycle of generation carries out water-oil separating with to step S1 preparation potassium hydroxide solutions or cycle for step S2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810326882.9A CN108383807B (en) | 2018-04-12 | 2018-04-12 | Method for reducing discharge of salt-containing wastewater of etherification reaction |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810326882.9A CN108383807B (en) | 2018-04-12 | 2018-04-12 | Method for reducing discharge of salt-containing wastewater of etherification reaction |
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| Publication Number | Publication Date |
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| CN108383807A true CN108383807A (en) | 2018-08-10 |
| CN108383807B CN108383807B (en) | 2020-10-27 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267878A (en) * | 2011-06-09 | 2011-12-07 | 江西科技师范学院 | Method for preparing 1,3-diaroxy or alkoxy-2-propanol compound |
| CN106632298A (en) * | 2015-11-03 | 2017-05-10 | 上海科胜药物研发有限公司 | Preparation method of tedizolid and intermediate of tedizolid |
| CN107266358A (en) * | 2017-06-21 | 2017-10-20 | 南通施壮化工有限公司 | A kind of Nylar active compound synthetic method |
| CN107628967A (en) * | 2017-08-23 | 2018-01-26 | 连云港世杰农化有限公司 | A kind of method for synthesizing cyhalofop-butyl |
| CN107641103A (en) * | 2017-06-01 | 2018-01-30 | 合肥远志医药科技开发有限公司 | A kind of Bendazac preparation method |
-
2018
- 2018-04-12 CN CN201810326882.9A patent/CN108383807B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102267878A (en) * | 2011-06-09 | 2011-12-07 | 江西科技师范学院 | Method for preparing 1,3-diaroxy or alkoxy-2-propanol compound |
| CN106632298A (en) * | 2015-11-03 | 2017-05-10 | 上海科胜药物研发有限公司 | Preparation method of tedizolid and intermediate of tedizolid |
| CN107641103A (en) * | 2017-06-01 | 2018-01-30 | 合肥远志医药科技开发有限公司 | A kind of Bendazac preparation method |
| CN107266358A (en) * | 2017-06-21 | 2017-10-20 | 南通施壮化工有限公司 | A kind of Nylar active compound synthetic method |
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Effective date of registration: 20221114 Address after: Floor 8, Building B, Feiyang Science Park, No. 8, Longchang Road, Xin'an Street, Bao'an District, Shenzhen, Guangdong 518100 Patentee after: Shenzhen Bao'an New Materials Research Institute Address before: 8 / F, building B, Feiyang, No.8, Longchang Road, Baocheng 67 District, Bao'an District, Shenzhen, Guangdong 518000 Patentee before: SHENZHEN QIANHAI BOYANG RESEARCH INSTITUTE CO.,LTD. |