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%.