Triethylamine → (R)-3-(Boc-amino)-1-phenyl-piperidine

Participants

Reaction Steps

A solution of (R)-3-(tert-butoxycarbonylamino)piperidine (0.10 g, 0.50 mmol), phenylboronic acid (0.13 g, 1.1 mmol) and copper (II) acetate (0.10 g, 0.551 mmol) in DCM (2 ml) under air was charged with triethylamine (0.14 ml, 1.0 mmol), sealed and stirred at RT for 18 hours followed by stirring at 60° C. for 72 hours. The reaction mixture was filtered through celite and eluted with DCM/MeOH. The filtrate was concentrated in vacuo and purified by flash chromatography (Biotage, 0-20% MeOH/DCM) to provide tert-butyl [(3R)-1-phenylpiperidin-3-yl]carbamate.

Provenance & Evidence