E-{5-Fluoro-2-[2-(4-methoxyphenyl)vinyl]phenyl}methanol → {5-Fluoro-2-[2-(4-methoxyphenyl)ethyl]phenyl}methanol

Participants

Reaction Steps

A mixture of 6.8 g (26.33 mmol) of E-{5-fluoro-2-[2-(4-methoxyphenyl)vinyl]phenyl}methanol from Example 30A and 0.5 g of palladium on carbon (10%) in 50 ml of methanol and 250 ml of ethanol is hydrogenated under atmospheric pressure at room temperature for 1 hour. After reaction has stopped, the mixture is filtered through kieselguhr and the filtrate is then concentrated to dryness. The residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1→4:1→1:1). 5.95 g (87% yield) of a colorless solid are obtained.

Provenance & Evidence