Trifluoroacetic acid → 4-[4-Fluoro-3-(trifluoromethyl)phenyl]piperidin-4-ol

Participants

Reaction Steps

To a solution of tert-butyl 4-[4-fluoro-3-(trifluoro-methyl)phenyl]-4-hydroxypiperidine-1-carboxylate (4.25 g, 11.7 mmol) in methylen chloride (30 ml) was added trifluoroacetic acid (4 ml) and the solution was stirred at ambient temperature for 20 h. 1 M aqueous sodium hydroxide (50 ml) was added and the aqueous phase was extracted with methylen chloride (3×50 ml). The combined organic phases was dried (MgSO4), filtered and evaporated to dryness. The residue was purified by flash column chromatography (ethylacetate/methanol, 1:1) to give the title compound (1.28 g). MS m/z (rel. intensity, 70 eV) 263 (M+, 9), 245 (59), 244 (29), 163 (20), 56 (bp).

Provenance & Evidence