Canadian Journal of Chemistry

Ipso chlorination of 4-alkylphenols. Formation of 4-alkyl-4-chlorocyclohexa-2, 5-dienones

A Fischer, GN Henderson

Index: Fischer,A.; Henderson,G.N. Canadian Journal of Chemistry, 1979 , vol. 57, p. 552 - 557

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Citation Number: 12

Abstract

Chlorination of 4-methyl-, 4-ethyl-, 4-isopropyl-, and 4-tert-butylphenol, and of substituted 4- methylphenols, with chlorine in acetic anhydride gives 4-chloro-4-methyl-, 4-chloro-4-ethyl-, 4-chloro-4-isopropyl-, and 4-chloro-4-tert-butylcyclohexa-2, 5-dien-1-one, and substituted 4- chloro-4-methylcyclohexa-2, 5-dien-1-ones, respectively, in yields ranging from 19 to 100%.