Potassium Carbonate → 4-Benzyl-1-(4-phenylbut-3-ynyl)piperidine

Participants

Reaction Steps

A mixture of 1-mesyl-4-phenylbut-3-yne (200 mg, 0.87 mmol), 4-benzylpiperidine (175 mg, 1.00 mmol) and K2CO3 (368 mg, 2.67 mmol) in CH3CN (10 mL) is refluxed for 12 hr. The mixture is filtered and washed with EtOAc (3×15 mL). The filtrate is evaporated in vacuo and is purified by flash chromatography to give the product as an oil (100 mg, 38%): 1H NMR (CDCl3) 1.45 (m, 2 H), 1.52 (m, 1 H), 1.65 (m, 2 H), 2.05 (t, J=6.6 Hz, 2 H), 2.54 (m, 2 H), 2.68 (m, 4 H), 2.97 (d, J=11 Hz, 2 H), 7.13-7.36 (m, 10 H).

Provenance & Evidence