Acetone → HCID 19735125, compound

Participants

Reaction Conditions

Reaction Steps

To acetone (3 ml) saturated with ammonia were added 3-hydroxy-2-naphthyl 2-pyridyl ketone (30 mg, mp.104°-109° C.), ammonium chloride (6 mg) and anhydrous calcium sulfate (30 mg) at room temperature. The mixture was stirred for 4 hours at 85° C. in a sealed tube. The insoluble substance in the reaction mixture was filtered off. Aqueous saturated ammonium chloride solution was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was purified by column chromatography on silica gel and eluted with ethyl acetate/hexane to obtain 2,2-dimethyl-4-(2-pyridyl)-2H-naphtho[2,3-e][1,3]oxazine (18 mg) (Compound 82).

Provenance & Evidence