Ammonia → HCID 67822513, compound

Participants

Reaction Steps

1-Chloromethyl-5,5-diphenyl-2-piperidinone (16g) was added portionwise over 15 min. to a mixture of ammonia (100 ml), toluene (100 ml) and THF (100 ml) at -40° C. with stirring and the mixture was allowed to warm to room temperature over 3 days. The reaction mixture was partitioned between water and chloroform and the combined organic solvents were washed with water and brine. Concentration of the solvents to dryness gave 15 g of crude product which was dissolved in absolute ethanol (150 ml) and treated with maleic acid (6 g) dissolved in ethanol (15 ml). Ether (50 ml) was added and the precipitated solid (13 g) was filtered off. The solid (13 g) was dissolved in 850 ml. of 40° C. water, filtered and the aqueous solution was freeze-dried to give the title product as a maleate salt (mp 136° C.).

Provenance & Evidence