Acetic Acid → 4-(N-Boc-amino)piperidine

Participants

Reaction Steps

A mixture of 1,1-dimethylethyl[1-(phenylmethyl)-4-piperidinyl]carbamate (0.355 mole), 10% palladium-on-carbon (10.0 g.) in 43 ml. of acetic acid and 90 ml. of ethanol was hydrogenated under low pressure at room temperature for a 96 hr. period. The reaction mixture was filtered and concentrated in vacuo. Residual oil was taken up in chloroform, washed with 20% aqueous sodium carbonate solution and the aqueous phase extracted with additional chloroform. The combined chloroform extracts were dried (MgSO4) and evaporated in vacuo to afford 64.2 g. (90%) of 1,1-dimethylethyl4-piperidinylcarbamate, m.p. 153°-157°.

Provenance & Evidence