Preparation of cyclopropane carboxylic acid esters

Details Preparation of cyclopropane carboxylic acid esters Preparation of cyclopropane carboxylic acid esters

1981-02-27

1982-06-01

Shippen, Michael L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

252431C, 549499, C07D30745, C07C 69743

Patent

active

043329624

ABSTRACT:
Process for the preparation of 3(2,2-dihalovinyl)-2,2-dimethyl cyclopropane carboxylic acids, especially permethrin acid ethyl ester, by reacting a diazoacetic acid ester with a 1,1-dihalo-4-methyl-1,3-pentadiene in the presence of a catalyst comprising a divalent rhodium salt of a carboxylic acid or borofluoric acid. The products have improved yields and better cis/trans isomer ratios than when the more common catalysts, e.g. copper-bronze, are used.

REFERENCES:
patent: 3808260 (1974-04-01), Yoshikawa
patent: 3868401 (1975-02-01), Aratani
patent: 3897148 (1975-07-01), Shim
patent: 4024163 (1977-05-01), Elliott
Legzdins, J. Chem. Soc., (A), pp. 3322-3326 (1970).
Hubart, Synthesis, (9), pp. 600-602 (1976).

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