A FACILE SYNTHESIS OF 2-METHOXY-4, 4-DIMETHYL-2, 5-CYCLOHEXADIENONE VIA 5, 5-DIMETHYL-2-NITRO-1, 3-CYCLOHEXADIENOL

Abstract

5, 5-Dimethyl-2-nitro-1, 3-cyclohexadienol (I), which was prepared from 5, 5-dimethyl-2-cyclohexenone (IIa), afforded 5, 5-dimethyl-2-hydroxyimino-3-cyclohexenone (VIII) by reaction with diazomethane. VIII was hydrolyzed to 2-hydroxy-5, 5-dimethyl-2, 5-cyclohexadienone (Vb) via nitrone (X). Vb was methylated to III by treating with dimethyl sulfate. The yield of III from VIII was satisfiable.