Potassium Hydroxide → HCID 19010885, compound

Participants

Reaction Steps

To a vigorously stirred mixture of 5,5-diphenyl 2-piperidinone (5.0 g) and 45% potassium hydroxide (15 ml) in dimethyl sulfoxide (50 ml) was added in one portion 3-(dimethylamino)propyl chloride (5.5g) at room temperature. The reaction was stirred overnight, then it was partitioned between water and ethyl acetate. The organic layer was separated, washed with water and dried. Evaporation of the solvents afforded a syrup which was chromatographed over ammonia-washed silica gel and the resultant title product amine was treated with isopropanol/HCl. The precipitated .hydrochloride salt was collected by filtration, recrystallized from absolute ethanol and dried to give the title product as the hydrochloride salt (3.6 g), mp 220°-5° C.

Provenance & Evidence