Sodium Carbonate → N-(4,4-dimethylcyclohexylidene)hydroxylamine

Participants

Reaction Steps

A solution of sodium carbonate (10 g, 94.5 mmol) in water (30 ml) was added dropwise to a solution of 4,4-dimethylcyclohexanone (9.2 g, 73 mmol) and hydroxylamine hydrochloride (6.6 g, 94.5 mmol) in ethanol (50 ml) and water (60 ml). The resulting cloudy solution was heated at reflux for 2 h. Upon cooling the solvent volume was reduced (to remove most of the ethanol) and then extracted with ethyl acetate (2×). The organic layer was dried (MgSO4) and the solvent evaporated to afford the title compound (D52) (10 g).

Provenance & Evidence