4-(6-Fluoronaphth-2-yl)piperidine → (2S)-(+)-1-(7-Benzo[b]furanoxy)-3-(4-(6-fluoronaphth-2-yl)-piperidin-1-yl)-2-propanol Hydrate

Participants

Reaction Steps

A solution 4-(2-(6-fluoro)naphthyl)piperidine (0.0692 g, 0.302 mmol, prepared in example 19) and (S)-(+)-7-(oxiranylmethoxy)-benzo[b]furan (0.0574 g, 0.302 mmol) in methanol (3 mL) was refluxed for 18 hours and then cooled and evaporated. The residue was purified using silica gel chromatography (dichloromethane/5% methanol in dichloromethane gradient elution) to give the title compound as a white amorphous solid (0.067 g, 53%). FDMS m/e=420 (M++1). [α]D=2.14 (c 0.467, methanol). C26H26NO3F.0.2H2O

Provenance & Evidence