JPS5585538A - Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid - Google Patents
Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acidInfo
- Publication number
- JPS5585538A JPS5585538A JP16171478A JP16171478A JPS5585538A JP S5585538 A JPS5585538 A JP S5585538A JP 16171478 A JP16171478 A JP 16171478A JP 16171478 A JP16171478 A JP 16171478A JP S5585538 A JPS5585538 A JP S5585538A
- Authority
- JP
- Japan
- Prior art keywords
- trans
- cis
- methyl
- species
- isohexylcyclohexanecarboxylic
- 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
- 238000000926 separation method Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain the title compounds useful as medicines, in simple reaction processes, in high purity and yield, by separating trans species from a cis- and trans- 1-methyl-4-isohexylcyclohexanecarboxylic acid mixture as a clathrate compound.
CONSTITUTION: A mixture of cis- and trans-1-methyl-4-isohexylcyclohexanecarboxylic acids is added to a saturated hot methanol solution of urea or thiourea, cooled after heating at 40W65°C for 5W15min, and separated into its constituents by filtration. The molar ratio of urea or thiourea to the trans species of the carboxylic acid is 10W14 to 1. A clathrate compound of trans-1-methyl-4-isohexylcyclohexanecarboxylic acid (trans species) thus obtained as a residue is isolated by adding dilute aqueous solution of sodium hydroxide to the clathrate compound, and subsequently making acidic with hydrochloric acid. The cis species can be separated from methanol layer of the filtrate.
EFFECT: Low cost.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16171478A JPS5585538A (en) | 1978-12-22 | 1978-12-22 | Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16171478A JPS5585538A (en) | 1978-12-22 | 1978-12-22 | Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5585538A true JPS5585538A (en) | 1980-06-27 |
Family
ID=15740475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16171478A Pending JPS5585538A (en) | 1978-12-22 | 1978-12-22 | Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5585538A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5775950A (en) * | 1980-10-28 | 1982-05-12 | Seiko Epson Corp | Purification of liquid crystal compound |
| CN112142546A (en) * | 2020-11-03 | 2020-12-29 | 湖南经世新材料有限责任公司 | Separation and enrichment method of trans-cyclohexyl-containing organic molecules |
-
1978
- 1978-12-22 JP JP16171478A patent/JPS5585538A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5775950A (en) * | 1980-10-28 | 1982-05-12 | Seiko Epson Corp | Purification of liquid crystal compound |
| CN112142546A (en) * | 2020-11-03 | 2020-12-29 | 湖南经世新材料有限责任公司 | Separation and enrichment method of trans-cyclohexyl-containing organic molecules |
| CN112142546B (en) * | 2020-11-03 | 2023-05-30 | 湖南经世新材料有限责任公司 | Separation and enrichment method of organic molecules containing trans-cyclohexyl |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS54122253A (en) | Preparation of cis-alkylcyclohexanol | |
| JPS5323926A (en) | Recovery of trifluoromethanesulfonic acid | |
| JPS5699494A (en) | Preparation of triarylphosphine | |
| US5591889A (en) | Method for the synthesis of trisodium phosphonoformate hexahydrate | |
| JPS5585537A (en) | Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid | |
| JPS5387320A (en) | Method of recovering useful substances from distillation residue of phenolprepared by cumene process | |
| JPS5513245A (en) | Preparation of m-aminoacetanilide | |
| JPS53133621A (en) | Preparation of basic amino acid acetylsalicylate crystals | |
| JPS5350128A (en) | Preparation of di(2-oxy-2-propyl)benzene | |
| JPS5214739A (en) | Process for recovery of terephthalic acid | |
| JPS5212146A (en) | Process for preparation of p- acetylaminobenzene-sufonylchloride | |
| JPS54148743A (en) | Production of methoclopramide | |
| JPS5266684A (en) | Purification and separation of 2-keto-l-glonic acid | |
| JPS5430145A (en) | Preparation of 1,5-and 1,8-dinitroanthraquinone | |
| JPS55141471A (en) | Preparation of alpha-dimethylamino-epsilon-caprolactam | |
| JPS5585539A (en) | Separation of cis- and trans-1-methyl-4-isohexyl- cyclohexanecarboxylic acid | |
| GB2241954A (en) | Preparation of trisodium phosphonoformate hexahydrate | |
| JPS567739A (en) | Recovery of acetic acid from methyl acetate | |
| JPS5557535A (en) | Preparation of delta-ketocarboxylic acid | |
| JPS54149400A (en) | Production of hydroxylamine-o-sulfonic acid | |
| JPS51128925A (en) | Process for preparing hydroquinone crystals | |
| JPS5266685A (en) | Purification and separarion of 2-keto-l-glonic acid | |
| JPS5585577A (en) | Production of cis-epoxysuccinic ester | |
| JPS525739A (en) | Process for preparation of succinylsuccinic -diester-dialkalimetal-sal t | |
| JPS5446729A (en) | Separation of m-cresol |