4-Hydroxy-4-(3-ethylbenzo[b]thiophen-2-yl)piperidine → (2S)-1-(2,3-Dihydro-4-benzo[b]furanoxy)-3-(4-(3-ethylbenzo[b]thiophen-2-yl)piperidin-1-yl)-2-propanol

Participants

Reaction Steps

A solution 4-hydroxy-4-(3-ethylbenzo[b]thiophen-2-yl)piperidine (0.069 g, 0.281 mmol) and (S)-(+)-4-(oxiranylmethoxy)-2,3-dihydrobenzo[b]furan (0.054 g, 0.281 mmol) in methanol (3 mL) was heated at reflux for 18 hours, and then cooled and evaporated. The residue was purified using silica gel chromatography (dichloromethane/1% methanol in dichloromethane) to give the title compound as a clear colorless oil (0.043 g, 35%). FDMS m/e=438 (M++1). C26H31NO3S.

Provenance & Evidence