4-Piperidinecarboxylic acid → 1-Carbobenzoxy-4-piperidinecarboxylic Acid

Participants

Reaction Steps

To a solution of piperidine-4-carboxylic acid in a 1:1 mixture of H2O/dioxane (0.4 M), 5 eq of K2CO3 were added before dropwise introduction at 0° C. of 1.1 eq of benzyl chloroformate. The reaction was stirred at RT overnight. The reaction was first washed with Et2O. The aqueous phase was acidified to pH 2 with aqueous HCl (6N) before being extracted with EtOAc (3×). The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give the product (91%); MS (ES+) m/z 264 (M+H)+

Provenance & Evidence