Triethylamine → Benzyl 4-Hydroxy-1-piperidinecarboxylate

Participants

Reaction Steps

69.1 ml of triethylamine and 70.2 ml of benzyl chloroformate are added in succession at 0° C. to a solution of 50 g of 4-hydroxypiperidine in 500 ml of dichloromethane. The resulting suspension is stirred at room temperature overnight and subsequently filtered. The residue which separates after concentration of the filtrate is taken up in ethyl acetate, washed with water and 1N hydrochloric acid, dried and concentrated. There are obtained 73.6 g of N-benzyloxycarbonyl-4-hydroxy-piperidine, Rf =0.56 (ethyl acetate/methanol 9:1), MS (EI): 235 (M+).

Provenance & Evidence