Tetrahydrofuran → 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine

Participants

Reaction Steps

Commercially available methanesulfonyl chloride (6.35 mL, 82.0 mmol) and triethylamine (26.0 mL, 186 mmol) were added to a mixture of commercially available tert-butyl 4-hydroxy-1-piperidine carboxylate (15 g, 74.5 mmol) and tetrahydrofuran (200 mL) at 0° C., and the mixture was stirred for 30 minutes. Water and ethyl acetate were added to the reaction mixture for partition. The organic layer was dried and filtered by conventional methods. The solvent was evaporated, and the residue was collected by filteration and washed with n-heptane to obtain the title compound (19.8 g, 95%).

Provenance & Evidence