1-benzyl-4-phenylpiperidine-4-methylamine synthesis

Yield:84176-77-2 92%

Reaction Conditions:

Stage #1: 1-benzyl-4-cyano-4-phenylpiperidinewith lithium aluminium tetrahydride in diethyl ether at 0 - 25;
Stage #2: with sodium hydrogencarbonate in diethyl ether;

Steps:

26.1

Step 1. l-[4-phenyl-l-(phenylmethyl)-4-piperidinyl]methanamine: A solution of 4-phenyl-l-(phenylmethyl)-4-piperidinecarbonitrile (4 g, 12.8 mmol) in dry Et₂O (60 ml) at 0 ⁰C was treated with LiAlH₄ (0.585 g, 15.3 mmol) and the suspension was stirred at 25 ⁰C overnight before being filtered through celite and concentrated under reduced pressure. The residue was treated with a cold saturated NaHCO_β solution(gas and heat evolved) and then extracted with CH₂Cl₂ (2 x 40 mL). The combined organic extracts were dried over MgSC^ and concentrated under reduced pressure to give l-[4-phenyl-l-(phenylmethyl)-4-piperidinyl]methanamine as a colorless oil (3.4 g, 92%): ESI-MS (m/z): 281.2 (M+H⁺).

References:

WO2008/124582,2008,A1 Location in patent:Page/Page column 131-132