Acetyl chloride → HCID 19895658, compound

Participants

Reaction Steps

712 mg of 3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl)-2H-1-benzopyran were suspended in 10 ml of nitromethane at room temperature. 750 mg of aluminum chloride and then 500 mg of acetyl chloride were added. After 1 hour at room temperature dilute sodium hydroxide solution was added and the mixture was extracted with ethyl acetate. The organic extract was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:3) and then ethyl acetate/ petroleum ether (1:1) for the elution. The resulting oil was triturated with n-hexane to give a solid which, after recrystallization from cyclohexane, yielded 165 mg of 6-acetyl-3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl)-2H-1-benzopyran of melting point 87°-88° C.

Provenance & Evidence