Hydrochloric Acid → 4-Amino-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran

Participants

Reaction Steps

To a solution of 4-azido-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran (0.92g) in acetone (20 ml) was added concentrated hydrochloric acid (3 ml) and zinc dust (0.6g) in portions, with vigorous stirring. After 15 min the reaction was diluted with water, filtered and the filtrate extracted with ethyl acetate. The aqueous phase was made basic with 10% (w/v) aqueous sodium hydroxide solution and further extracted with ethyl acetate. The combined organic phase was dried over anhydrous sodium sulphate, filtered and the solvent evaporated in vacuo to give the title compound (0.69g).

Provenance & Evidence