1-Benzyl-4-cyano-4-phenylpiperidine → (1-Benzyl-4-phenylpiperidin-4-yl)methanamine

Participants

Reaction Conditions

Reaction Steps

A suspension of 1-benzyl-4-phenylpiperidine-4-carbonitrile (2.0 g, 6.39 mmol) in THF (25 mL) was slowly added to a suspension of lithium aluminum hydride (0.340 g, 8.95 mmol) in THF (10 mL) and the reaction was stirred at 23° C. for 3 hours. The reaction was then quenched with sodium sulfate decahydrate and stirred for 30 minutes. Ethyl acetate was added and the reaction was stirred for 10 more minutes, and then filtered on celite. The filtrate was concentrated to give an oil (1.45 g, 81%) which was used as such for the next reaction. 1H NMR (400 MHz, CDCl3) δ ppm: 1.81-1.91 (2H, m), 2.23-2.28 (4H, m), 2.65-2.67 (2H, m), 2.78 (2H, s), 3.45 (2H, s), 7.23-7.34 (8H, m), 7.36-7.41 (2H, m).

Provenance & Evidence