Potassium Carbonate → 1-[2-(4-Hydroxy-3-methylphenoxy)ethyl]-4-(4-methylbenzyl)piperidine hydrochloride

Participants

Reaction Steps

The title compound was prepared from 4-(4-methylbenzyl)piperidine hydrochloride (339 mg, 1.5 mmol), 2-(4-benzoxy-3-methylphenoxy)ethyl bromide (482 mg, 1.5 mmol) and potassium carbonate (518 mg, 3.8 mmol) in two steps as white-off solid (250 mg): mp 161-163° C. 1H NMR (CD3OD) 1.328 (m, 2 H), 1.697 (m, 3 H), 1.964 (s, 3 H), 2.092 (s, 3 H), 2.384 (m, 2 H), 2.826 (m, 2 H), 3.279 (m, 2 H), 3.427 (m, 2 H), 4.037 (d, J=4.5 Hz, 2 H), 6.469 (m, 2 H), 6.563 (m, 1 H), 6.877 (m, 4 H). Anal. Calcd for C22H30ClNO2.0.6H2O: C, 68.31; H, 8.13; N, 3.62. Found: C, 68.52; H, 7.85; N, 3.65.

Provenance & Evidence