JPS5612348A - Production of 4-aminomethylcyclohexane-1-carboxylic acid - Google Patents
Production of 4-aminomethylcyclohexane-1-carboxylic acidInfo
- Publication number
- JPS5612348A JPS5612348A JP8592579A JP8592579A JPS5612348A JP S5612348 A JPS5612348 A JP S5612348A JP 8592579 A JP8592579 A JP 8592579A JP 8592579 A JP8592579 A JP 8592579A JP S5612348 A JPS5612348 A JP S5612348A
- Authority
- JP
- Japan
- Prior art keywords
- oxime
- aminomethylcyclohexane
- carboxylic acid
- production
- aminomethylation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- GYDJEQRTZSCIOI-UHFFFAOYSA-N Tranexamic acid Chemical compound NCC1CCC(C(O)=O)CC1 GYDJEQRTZSCIOI-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 3
- UYCPLAQBBAOCGQ-UHFFFAOYSA-N 4-(hydroxyiminomethyl)benzoic acid Chemical compound ON=CC1=CC=C(C(O)=O)C=C1 UYCPLAQBBAOCGQ-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 238000005902 aminomethylation reaction Methods 0.000 abstract 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 abstract 2
- ADCUEPOHPCPMCE-UHFFFAOYSA-N 4-cyanobenzoic acid Chemical compound OC(=O)C1=CC=C(C#N)C=C1 ADCUEPOHPCPMCE-UHFFFAOYSA-N 0.000 abstract 1
- 239000007868 Raney catalyst Substances 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 231100001261 hazardous Toxicity 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: p-Carboxybenzaldehyde oxime, which is readily available, is subjected to simultaneous aminomethylation and reduction under specific conditions to give readily and safely high-purity titled compound which is used as a starting material for high-molecular material and medicine.
CONSTITUTION: p-Carboxybenzaldehyde oxime or its alkyl ester is subjected to simultaneous aminomethylation of the oxime and reduction of the benzene ring in the presence of at least one selected from ammonia, alkali metal hydroxide and alcoholate and a catalyst of Ni or Ru to produce 4-aminomethylcyclohexane-1- carboxylic acid. Raney nickel is preferred as the nickel catalyst. The crude by- product in the production of dimethyl terephthalate can be employed directly with no purification. The use of hazardous p-cyanobenzoic acid can be avoided.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8592579A JPS5612348A (en) | 1979-07-09 | 1979-07-09 | Production of 4-aminomethylcyclohexane-1-carboxylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8592579A JPS5612348A (en) | 1979-07-09 | 1979-07-09 | Production of 4-aminomethylcyclohexane-1-carboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5612348A true JPS5612348A (en) | 1981-02-06 |
Family
ID=13872333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8592579A Pending JPS5612348A (en) | 1979-07-09 | 1979-07-09 | Production of 4-aminomethylcyclohexane-1-carboxylic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5612348A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2490220A1 (en) * | 1980-09-17 | 1982-03-19 | Kureha Chemical Ind Co Ltd | PROCESS FOR THE PREPARATION OF 4-AMINOMETHYLMETHYLBENZOIC ACID FROM 4-HYDROXYIMINOBENZOIC ACID |
| JPS59110461A (en) * | 1982-12-15 | 1984-06-26 | Nakajima Doukoushiyo:Kk | Soldering iron |
| US6851245B1 (en) | 1999-07-09 | 2005-02-08 | Splice Sleeve Japan, Ltd. | Mortar-filled type reinforcing bar joint |
-
1979
- 1979-07-09 JP JP8592579A patent/JPS5612348A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2490220A1 (en) * | 1980-09-17 | 1982-03-19 | Kureha Chemical Ind Co Ltd | PROCESS FOR THE PREPARATION OF 4-AMINOMETHYLMETHYLBENZOIC ACID FROM 4-HYDROXYIMINOBENZOIC ACID |
| JPS59110461A (en) * | 1982-12-15 | 1984-06-26 | Nakajima Doukoushiyo:Kk | Soldering iron |
| US6851245B1 (en) | 1999-07-09 | 2005-02-08 | Splice Sleeve Japan, Ltd. | Mortar-filled type reinforcing bar joint |
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