Water → HCID 54307479, compound

Participants

Reaction Steps

(rac)-Epichlorohydrin (2.5 ml, 31 mmol) dissolved in diethylether (10 ml) was added at room temperature to a suspension of 4-benzyl-4-hydroxy-piperidine (6.0 g, 31 mmol) in diethylether (40 ml) and CH2Cl2 (40 ml). The mixture was stirred overnight at room temperature, water (50 ml) and CH2Cl2 (50 ml) were added and the organic phase was separated. The water phase was extracted with CH2Cl2, the organic phases were pooled, dried with Na2SO4 and the solvents evaporated. The residue was chromatographed over silica gel (ethyl acetate-MeOH, 9:1) to give 4-benzyl-1-(3-chloro-2-hydroxy-propyl)-piperidin-4-ol (1.0 g, 13%) as a colorless solid, m.p. 194°-195° C. and MS: m/e=(M+H+).

Provenance & Evidence