JPS6416747A - Method for optically resolving (+-)-cis-permethric acid - Google Patents
Method for optically resolving (+-)-cis-permethric acidInfo
- Publication number
- JPS6416747A JPS6416747A JP62173563A JP17356387A JPS6416747A JP S6416747 A JPS6416747 A JP S6416747A JP 62173563 A JP62173563 A JP 62173563A JP 17356387 A JP17356387 A JP 17356387A JP S6416747 A JPS6416747 A JP S6416747A
- Authority
- JP
- Japan
- Prior art keywords
- cis
- permethric acid
- acid
- permethric
- diastereoisomer
- 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.)
- Granted
Links
Abstract
PURPOSE:To resolve (+ or -)-cis-permethric acid and (-)-cis-permethric acid in good yield and high purity, by treating (+ or -)-cis-permethric acid using a specific optical resolution agent. CONSTITUTION:An optically active 1-(p-tolyl)ethylamine or optically active cis-N-benzyl-2-(hydroxymethyl)cyclohexylamine is added to (+ or -)-cis-permethric acid and the mixture is dissolved in a solvent such as methanol while heating and cooled to give supersaturation and a diastereoisomer is deposited. Then the diastereoisomer is treated with a base and further reacted with an acid to provided the aimed product. The above-mentioned optical resolution agent is used at an amount of 0.8-1 equivalent based on the (+ or -)-cis-permethric acid.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62173563A JPH0694435B2 (en) | 1987-07-10 | 1987-07-10 | Optical resolution of (±) -cis-permethrin acid |
US07/207,229 US4845272A (en) | 1987-07-10 | 1988-06-16 | Process for the optical resolution of (±)-cis or (±)-trans-permethric acid |
CS884898A CZ277746B6 (en) | 1987-07-10 | 1988-07-06 | Process of optical splitting of (+)-cis-permethric acid |
DE8888110875T DE3875291T2 (en) | 1987-07-10 | 1988-07-07 | METHOD FOR THE OPTICAL SEPARATION OF THE (+) - CIS- OR (+) - TRANS-PERMETHRINIC ACID. |
EP88110875A EP0298480B1 (en) | 1987-07-10 | 1988-07-07 | Process for the optical resolution of (+)-cis or (+)-trans-permethric acid |
ES88110875T ES2052643T3 (en) | 1987-07-10 | 1988-07-07 | PROCESS FOR THE OPTICAL RESOLUTION OF ACID (+) - CIS OR (+) - TRANS-PERMETRIC. |
AT88110875T ATE81497T1 (en) | 1987-07-10 | 1988-07-07 | PROCEDURE FOR THE OPTICAL SEPARATION OF (+)-CISO OR (+)-TRANS-PERMETHRIC ACID. |
HU883613A HU203518B (en) | 1987-07-10 | 1988-07-08 | Process for optical resolving (+)cys- or (+)trans-permetrinic acid |
CN88104226A CN1022482C (en) | 1987-07-10 | 1988-07-09 | Porcess for the optical resolution of -cis or-trans-permethric acid |
KR1019880008556A KR0147834B1 (en) | 1987-07-10 | 1988-07-09 | Process for the optical resolution of (+)-cis or (+)-trans-permethric acid |
CS901737A CZ277908B6 (en) | 1987-07-10 | 1990-04-06 | Method of optical separation of (+)-trans-permethric acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62173563A JPH0694435B2 (en) | 1987-07-10 | 1987-07-10 | Optical resolution of (±) -cis-permethrin acid |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6416747A true JPS6416747A (en) | 1989-01-20 |
JPH0694435B2 JPH0694435B2 (en) | 1994-11-24 |
Family
ID=15962873
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62173563A Expired - Fee Related JPH0694435B2 (en) | 1987-07-10 | 1987-07-10 | Optical resolution of (±) -cis-permethrin acid |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0694435B2 (en) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5533440A (en) * | 1978-08-31 | 1980-03-08 | Hiroyuki Nohira | Optically active benzyl(2-hydroxymethylcyclohexyl) amine, its preparation, and its optical resolution |
JPS5559133A (en) * | 1978-10-27 | 1980-05-02 | Ici Ltd | Method of separating optically active isomer of cyclopropanecarboxylic acid |
JPS56108737A (en) * | 1980-01-31 | 1981-08-28 | Sumitomo Chem Co Ltd | Method for obtaining optically active 2*22dimethyll33 2*22 dichlorovinyl cyclopropanecarboxylic acid |
JPS56133244A (en) * | 1980-03-24 | 1981-10-19 | Hiroyuki Nohira | Optical resolution of (+-)-trans-chrysanthemum-mono- carboxylic acid |
JPS59134747A (en) * | 1982-11-25 | 1984-08-02 | キノイン・ジヨ−ジセル・エ−シユ・ヴエジエ−セテイ・テルメ−ケク・ジヤ−ラ・エルテ− | Manufacture of optically active cyclopropane carboxylic acid |
JPS59210045A (en) * | 1983-02-17 | 1984-11-28 | キノイン・ギオギスゼル・エス・ベギエスゼチ・テルメケク・ギヤラ・ア−ル・テイ− | Manufacture of optically active cis and trans isomer of cyclopropanecarboxylic acid |
-
1987
- 1987-07-10 JP JP62173563A patent/JPH0694435B2/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5533440A (en) * | 1978-08-31 | 1980-03-08 | Hiroyuki Nohira | Optically active benzyl(2-hydroxymethylcyclohexyl) amine, its preparation, and its optical resolution |
JPS5559133A (en) * | 1978-10-27 | 1980-05-02 | Ici Ltd | Method of separating optically active isomer of cyclopropanecarboxylic acid |
JPS56108737A (en) * | 1980-01-31 | 1981-08-28 | Sumitomo Chem Co Ltd | Method for obtaining optically active 2*22dimethyll33 2*22 dichlorovinyl cyclopropanecarboxylic acid |
JPS56133244A (en) * | 1980-03-24 | 1981-10-19 | Hiroyuki Nohira | Optical resolution of (+-)-trans-chrysanthemum-mono- carboxylic acid |
JPS59134747A (en) * | 1982-11-25 | 1984-08-02 | キノイン・ジヨ−ジセル・エ−シユ・ヴエジエ−セテイ・テルメ−ケク・ジヤ−ラ・エルテ− | Manufacture of optically active cyclopropane carboxylic acid |
JPS59210045A (en) * | 1983-02-17 | 1984-11-28 | キノイン・ギオギスゼル・エス・ベギエスゼチ・テルメケク・ギヤラ・ア−ル・テイ− | Manufacture of optically active cis and trans isomer of cyclopropanecarboxylic acid |
Also Published As
Publication number | Publication date |
---|---|
JPH0694435B2 (en) | 1994-11-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
LAPS | Cancellation because of no payment of annual fees |