Potassium Carbonate → 1-t-Butoxycarbonyl-4-phenyl-4-[3,5-bis(trifluoromethyl)benzylsulphinylmethyl]piperidine

Participants

Reaction Steps

m-Chloroperoxybenzoic acid (80-90%, 0.4 g) was added to a solution of Example 3 (1 g) in dichloromethane (20 ml) containing potassium carbonate (0.5 g), at 0° C. The solution was stirred for 30 min, diluted with dichloromethane (20 ml), washed with water, dried (Na2SO4) and removal of the solvent in vacuo gave an off white solid. The solid was recrystallised from diethyl ether/petrol giving 1-t-butoxycarbonyl-4-phenyl-4-[3,5-bis(trifluoromethyl)benzylsulphinylmethyl]piperidine as a white solid, m.p. 123°-134° C., m/z (CI+) 567 (M+ +NH4+). Found: C, 57.00; H, 5.18; N, 2.36. C26H29NO3SF6 requires C, 56.82; H, 5.32; N, 2.55.

Provenance & Evidence