Method of preparing dihalogen vinyl cyclopropanecarboxylic acid

Details Method of preparing dihalogen vinyl cyclopropanecarboxylic acid Method of preparing dihalogen vinyl cyclopropanecarboxylic acid

1979-02-09

1980-04-15

Raymond, Richard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D30730

Patent

active

041983424

ABSTRACT:
A method of preparing certain dihalogen vinyl cyclopropane carboxylic acid esters of the formula ##STR1## wherein R is an alkyl moiety and X is chlorine or bromine by exposing a dihalogen vinyl dihydrofuran of the formula ##STR2## to light, e.g., ultraviolet light. Also disclosed is a method for preparing such 2,4,4-trimethyl-3-carbalkoxy-5-(.beta..beta.-dihalogenvinyl)-4,5-dihydrofu rans by reaction of a .beta.-alkoxycrotonic acid ester or 3,3-bisalkoxybutyric acid ester with a 1,1,1-trihalogen-4-methyl-3-or -4-pentene-2-ol in the presence of an acid catalyst. Also disclosed is a method of converting such 2,4,4-trimethyl-3-carbalkoxy-5-(.beta.,.beta.-dihalogenvinyl)-4,5-dihydrof uran by thermal rearrangement into 2,5,5-trimethyl-3-carbalkoxy-4-(.beta.,.beta.-dihalogenvinyl)-4,5-dihydrof urans. Such 2,4,4- and 2,5,5-trimethyl-3-carbalkoxy-5-(.beta.,.beta.-dihalogenvinyl)-4,5-dihydrof urans are new.

REFERENCES:
patent: 4127592 (1978-11-01), Cohen

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