Ethyl bromoacetate → N-Benzyl-4-(carbethoxymethoxy)-piperidine

Participants

Reaction Steps

To a solution of N-benzyl-4-hydroxy-piperidine (19.2 g) in dry tetrahydrofuran (100 ml), sodium hydride (2.4 g, 0.1 mole) was added and the mixture was refluxed until evolution of hydrogen ceased (1 hour). A solution of ethyl bromoacetate (18.4 g) in dry tetrahydrofuran (20 ml) was added and the mixture was refluxed for 3 hours. After standing over night, the solvent was removed in vacuo and the residue was extracted with light petroleum. The extract was concentrated to a sirup which was distilled at 0.1 mm Hg to give (A) as a colourless oil with b.p. 140°-145° C.

Provenance & Evidence