CH628024A5 - Process for preparing 3,7-dimethyl-2-octenenitrile - Google Patents
Process for preparing 3,7-dimethyl-2-octenenitrile Download PDFInfo
- Publication number
- CH628024A5 CH628024A5 CH997476A CH997476A CH628024A5 CH 628024 A5 CH628024 A5 CH 628024A5 CH 997476 A CH997476 A CH 997476A CH 997476 A CH997476 A CH 997476A CH 628024 A5 CH628024 A5 CH 628024A5
- Authority
- CH
- Switzerland
- Prior art keywords
- dimethyl
- octenitrile
- hydroxy
- formula
- process according
- Prior art date
Links
- PODLEZGNDFEEOE-JXMROGBWSA-N (e)-3,7-dimethyloct-2-enenitrile Chemical compound CC(C)CCC\C(C)=C\C#N PODLEZGNDFEEOE-JXMROGBWSA-N 0.000 title description 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 5
- YHBGMGBMQZUDDZ-UHFFFAOYSA-N 3-hydroxy-3,7-dimethyloctanenitrile Chemical compound CC(C)CCCC(C)(O)CC#N YHBGMGBMQZUDDZ-UHFFFAOYSA-N 0.000 claims description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 3
- 238000005984 hydrogenation reaction Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims 2
- 230000018044 dehydration Effects 0.000 claims 2
- 238000006297 dehydration reaction Methods 0.000 claims 2
- 239000000344 soap Substances 0.000 claims 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- 239000002781 deodorant agent Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 239000011261 inert gas Substances 0.000 claims 1
- 239000002304 perfume Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HLCSDJLATUNSSI-JXMROGBWSA-N (2e)-3,7-dimethylocta-2,6-dienenitrile Chemical compound CC(C)=CCC\C(C)=C\C#N HLCSDJLATUNSSI-JXMROGBWSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT26221/75A IT1040373B (it) | 1975-08-08 | 1975-08-08 | Nitrili e procedimento per la lord preparazione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH628024A5 true CH628024A5 (en) | 1982-02-15 |
Family
ID=11218973
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH997476A CH628024A5 (en) | 1975-08-08 | 1976-08-04 | Process for preparing 3,7-dimethyl-2-octenenitrile |
Country Status (31)
| Country | Link |
|---|---|
| JP (1) | JPS5219623A (xx) |
| AT (1) | AT345780B (xx) |
| AU (1) | AU499775B2 (xx) |
| BE (1) | BE844977A (xx) |
| BG (1) | BG24667A3 (xx) |
| BR (1) | BR7605212A (xx) |
| CA (1) | CA1098915A (xx) |
| CH (1) | CH628024A5 (xx) |
| CS (2) | CS191982B2 (xx) |
| DD (1) | DD125743A5 (xx) |
| DE (1) | DE2635545C3 (xx) |
| DK (1) | DK355576A (xx) |
| ES (1) | ES450918A1 (xx) |
| FR (1) | FR2320289A1 (xx) |
| GB (1) | GB1523028A (xx) |
| HU (2) | HU174410B (xx) |
| IE (1) | IE43510B1 (xx) |
| IN (1) | IN144716B (xx) |
| IT (1) | IT1040373B (xx) |
| LU (1) | LU75553A1 (xx) |
| MX (1) | MX3857E (xx) |
| NL (1) | NL169998C (xx) |
| NO (1) | NO142959C (xx) |
| PL (1) | PL101728B1 (xx) |
| PT (1) | PT65448B (xx) |
| RO (1) | RO69916A (xx) |
| SE (1) | SE7608868L (xx) |
| SU (1) | SU617009A3 (xx) |
| TR (1) | TR19097A (xx) |
| YU (1) | YU192276A (xx) |
| ZA (1) | ZA764471B (xx) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5495821A (en) * | 1977-12-27 | 1979-07-28 | Cummins Engine Co Inc | Method of recirculating part of exhaust gas for reducing pullutant |
| US4277377A (en) * | 1979-03-22 | 1981-07-07 | Bush Boake Allen Limited | Perfume compositions containing dimethyl heptenonitriles |
| US4863631A (en) * | 1988-06-24 | 1989-09-05 | International Flavors & Fragrances Inc. | Dimethyl substituted alkyl nitriles, perfume and bleach compositions containing same organoleptic uses thereof and process intermediates for producing same |
| DE3914391A1 (de) * | 1989-04-29 | 1991-01-17 | Basf Ag | Ss,(gamma)-ungesaettigte nitrile, deren herstellung und verwendung als riechstoffe |
| DE10247966A1 (de) | 2002-10-15 | 2004-05-06 | Symrise Gmbh & Co. Kg | 5,7,7-Trimethyloctannitril |
| BRPI0917081B1 (pt) * | 2008-10-13 | 2017-01-24 | Firmenich & Cie | componentes quimicamente estáveis como odorante de limão |
| WO2018192665A1 (de) * | 2017-04-21 | 2018-10-25 | Symrise Ag | 4-ethyl-octen-2/3-nitril als riechstoff |
-
1975
- 1975-08-08 IT IT26221/75A patent/IT1040373B/it active
-
1976
- 1976-07-26 ZA ZA764471A patent/ZA764471B/xx unknown
- 1976-07-27 IN IN1337/CAL/76A patent/IN144716B/en unknown
- 1976-07-29 AU AU16379/76A patent/AU499775B2/en not_active Expired
- 1976-07-30 TR TR19097A patent/TR19097A/xx unknown
- 1976-08-02 RO RO7687182A patent/RO69916A/ro unknown
- 1976-08-02 CA CA258,267A patent/CA1098915A/en not_active Expired
- 1976-08-04 CH CH997476A patent/CH628024A5/it not_active IP Right Cessation
- 1976-08-04 BG BG033922A patent/BG24667A3/xx unknown
- 1976-08-04 YU YU01922/76A patent/YU192276A/xx unknown
- 1976-08-05 GB GB32731/76A patent/GB1523028A/en not_active Expired
- 1976-08-05 FR FR7623966A patent/FR2320289A1/fr active Granted
- 1976-08-05 NO NO762718A patent/NO142959C/no unknown
- 1976-08-05 IE IE1737/76A patent/IE43510B1/en unknown
- 1976-08-05 PL PL1976191642A patent/PL101728B1/pl unknown
- 1976-08-06 JP JP51093265A patent/JPS5219623A/ja active Pending
- 1976-08-06 LU LU75553A patent/LU75553A1/xx unknown
- 1976-08-06 DD DD194231A patent/DD125743A5/xx unknown
- 1976-08-06 SE SE7608868A patent/SE7608868L/xx unknown
- 1976-08-06 BR BR7605212A patent/BR7605212A/pt unknown
- 1976-08-06 CS CS765150A patent/CS191982B2/cs unknown
- 1976-08-06 AT AT585476A patent/AT345780B/de active
- 1976-08-06 MX MX762138U patent/MX3857E/es unknown
- 1976-08-06 PT PT65448A patent/PT65448B/pt unknown
- 1976-08-06 DK DK355576A patent/DK355576A/da not_active Application Discontinuation
- 1976-08-06 DE DE2635545A patent/DE2635545C3/de not_active Expired
- 1976-08-06 CS CS771757A patent/CS191998B2/cs unknown
- 1976-08-06 SU SU762388805A patent/SU617009A3/ru active
- 1976-08-06 HU HU76AI261A patent/HU174410B/hu unknown
- 1976-08-06 BE BE169635A patent/BE844977A/xx not_active IP Right Cessation
- 1976-08-06 ES ES450918A patent/ES450918A1/es not_active Expired
- 1976-08-06 HU HU76AI283A patent/HU177537B/hu unknown
- 1976-08-09 NL NLAANVRAGE7608847,A patent/NL169998C/xx not_active IP Right Cessation
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH628024A5 (en) | Process for preparing 3,7-dimethyl-2-octenenitrile | |
| DE2462724C3 (de) | Bicyclo-[2,2,2]-octanderivate und Verfahren zu deren Herstellung | |
| US3718696A (en) | Process for the preparation of macrocyclic compounds and novel compounds produced thereby | |
| JPS6411023B2 (xx) | ||
| DE2537417C3 (de) | Verfahren zur Herstellung von tricyclischen Sesquiterpenen und diese enthaltende Parfümkompositionen | |
| ES2329894T3 (es) | Derivados de ciclooct-(en)-ilo para su utilizacion como fragancias. | |
| JP4786267B2 (ja) | ラクトンの製造方法及び製造されたラクトンの芳香物質としての用途 | |
| US4613680A (en) | Preparation of angelic acid or esters thereof | |
| NO124925B (xx) | ||
| EP0070566B1 (de) | C-8-substituierte 1,5-Dimethyl-bicyclo (3.2.1)octan-8-ole | |
| US3754039A (en) | Bicyclic ethers of the cyllododecane series | |
| EP0078925B1 (en) | (+)- or (-)-7-hydroxymethyl-2,6,6-trimethyltricyclo-(6,2,1,0 1,5) undecane, a process for producing them and a perfume composition | |
| Shackelford et al. | Synthesis of 1, 3, 5-Hexatriene | |
| Kutney et al. | The chemistry of thujone. XVI. Versatile and efficient routes to safronitrile, β-cyclogeranonitrile, β-cyclocitral, damascones, and their analogues | |
| JPS6259690B2 (xx) | ||
| Yates et al. | Keto ethers. IV. Products formed on reaction of dihydro-2, 2, 5, 5-tetramethyl-3 (2 H)-furanone with strong acids | |
| US4168389A (en) | 1-Alkoxytricyclo[4.3.1.12,5 ]undecanes | |
| SU1754703A1 (ru) | Способ получени (S)-7-метокси-3,7-диметилоктанал | |
| Peterson et al. | Chemistry of photodimers of maleic and fumaric acid derivatives. VI | |
| JPS5822450B2 (ja) | イソロンギホラン−３−オ−ル | |
| Ishmuratov et al. | Synthesis from 10-undecenoic acid of octadeca-2E, 13Z-dienylacetate, a component of the sex pheromones of Synanthedon tipuliformis and Zenzera pyrina | |
| Danieli et al. | New synthesis of trans, trans-2-[6-(ethoxycarbonyl) hexyl]-3-(ethoxycarbonyl)-4-hydroxycyclopentanone, a useful intermediate for the synthesis of prostaglandins | |
| JPH0421652B2 (xx) | ||
| DE1806411A1 (de) | Verfahren zur Herstellung von 6-Alkyl-citroniellolverbindungen | |
| EP0046542A1 (de) | Neue alpha/beta-substituierte gamma-Butyrolactone, deren Herstellung und Verwendung als Riechstoffe, sowie diese enthaltende Riechstoffkompositionen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |