Process for the preparation of vinylcyclopropanecarboxylic acid

Details Process for the preparation of vinylcyclopropanecarboxylic acid Process for the preparation of vinylcyclopropanecarboxylic acid

1985-09-20

1987-06-16

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

549292, C07C 69743

Patent

active

046737600

ABSTRACT:
Disclosed is a process for preparing cis-trans isomer mixtures of 2,2-dimethyl-3(.beta.,.beta.-dichlorovinyl)-cyclopropane-1-carboxylic acid esters, having a high cis/trans isomer ratio, wherein a 4,4-dimethyl-5-halogen-6-alkoxytetrahydro-pyrone or a 3,3-dimethyl-4-halogen-5-oxo-pentanic acid ester is reacted with dichlorophosphonic acid esters in the presence of alkali alcoholates or alkali hydrides or lithium alkyls.
Also disclosed are novel starting tetrahydropyrone compounds usable in the above process, and a process for preparation of the novel compounds which includes reacting .beta.,.beta.-dimethyl-.gamma.,.delta.-dihalogen-.delta.-valerolactones with alkali alcoholates at reaction temperatures between -10.degree. and +50.degree. C.

REFERENCES:
patent: 3723469 (1973-03-01), Martel
patent: 4014918 (1977-03-01), Martel
patent: 4342704 (1982-08-01), Hoffman
patent: 4348535 (1982-09-01), Schmidt
patent: 4492800 (1985-01-01), Maurer

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