JPS57176930A - Preparation of trans-chrysanthemumic acid alkyl ester - Google Patents

Preparation of trans-chrysanthemumic acid alkyl ester

Info

Publication number
JPS57176930A
JPS57176930A JP56062714A JP6271481A JPS57176930A JP S57176930 A JPS57176930 A JP S57176930A JP 56062714 A JP56062714 A JP 56062714A JP 6271481 A JP6271481 A JP 6271481A JP S57176930 A JPS57176930 A JP S57176930A
Authority
JP
Japan
Prior art keywords
alkyl ester
trans
acid alkyl
cis
chrysanthemumic acid
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
Application number
JP56062714A
Other languages
Japanese (ja)
Other versions
JPH0312050B2 (en
Inventor
Takeo Suzukamo
Masami Fukao
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP56062714A priority Critical patent/JPS57176930A/en
Priority to US06/359,319 priority patent/US4473703A/en
Priority to EP82301470A priority patent/EP0062979B1/en
Priority to DE8282301470T priority patent/DE3268358D1/en
Publication of JPS57176930A publication Critical patent/JPS57176930A/en
Publication of JPH0312050B2 publication Critical patent/JPH0312050B2/ja
Granted legal-status Critical Current

Links

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

Abstract

PURPOSE: To prepare the titled compound useful as a raw material of pyrethroidal insecticides, easily, in high yield, in an industrial scale, at a lower reaction temperature than conventional process, by treating a cis or cis/trans-mixture of chrysanthemumic acid alkyl ester with a Lewis acid as a catalyst.
CONSTITUTION: The 2,2-dimethyl-3-(2-methyl-1-propenyl)-1,3-cis-cyclopropane-1- carboxylic acid alkyl ester of formulaI(R is alkyl) (cis-chrysanthemumic acid alkyl ester) or a mixture of said cis-compound with the trans-chrysanthemumic acid alkyl ester of formula II is converted to trans-chrysanthemumic acid alkyl ester using a Lewis acid (e.g. boron trifuoride etherate, iron chloride, etc.) as a catalyst, at -70W+150°C, preferably -30W+100°C. The conversion to the trans- compound proceeds independent of the external pressure without retarding the reaction.
COPYRIGHT: (C)1982,JPO&Japio
JP56062714A 1981-03-30 1981-04-24 Preparation of trans-chrysanthemumic acid alkyl ester Granted JPS57176930A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP56062714A JPS57176930A (en) 1981-04-24 1981-04-24 Preparation of trans-chrysanthemumic acid alkyl ester
US06/359,319 US4473703A (en) 1981-03-30 1982-03-18 Method of epimerization of alkyl chrysanthemate
EP82301470A EP0062979B1 (en) 1981-03-30 1982-03-22 A method of epimerization of alkyl chrysanthemate
DE8282301470T DE3268358D1 (en) 1981-03-30 1982-03-22 A method of epimerization of alkyl chrysanthemate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56062714A JPS57176930A (en) 1981-04-24 1981-04-24 Preparation of trans-chrysanthemumic acid alkyl ester

Publications (2)

Publication Number Publication Date
JPS57176930A true JPS57176930A (en) 1982-10-30
JPH0312050B2 JPH0312050B2 (en) 1991-02-19

Family

ID=13208270

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56062714A Granted JPS57176930A (en) 1981-03-30 1981-04-24 Preparation of trans-chrysanthemumic acid alkyl ester

Country Status (1)

Country Link
JP (1) JPS57176930A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57163344A (en) * 1981-03-30 1982-10-07 Sumitomo Chem Co Ltd Isomerization of optically active chrysanthemum- monocarboxylic acid ester

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57163344A (en) * 1981-03-30 1982-10-07 Sumitomo Chem Co Ltd Isomerization of optically active chrysanthemum- monocarboxylic acid ester

Also Published As

Publication number Publication date
JPH0312050B2 (en) 1991-02-19

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