Water → 2,2-Dimethyl-5-oxocyclohexane-1-carbonitrile

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, an aqueous solution (10 ml) of ammonium chloride (2.37 g, 0.0443 mol) and an aqueous solution (20 ml) of potassium cyanide (3.15 g, 0.0483 mol) were added dropwise to a solution of 4,4-dimethyl-2-cyclohexen-1-one (5.0 g, 0.0403 mol) in N,N-dimethylformamide (30 ml) at room temperature, and the resulting mixture was heated to 70° C. After 2 hours, the reaction solution was poured into water and extracted with diethyl ether and then dichloromethane. The organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 2,2-dimethyl-5-oxocyclohexanecarbonitrile (4.033 g, 66%).

Provenance & Evidence