Hydrochloric Acid → 5-(Trifluoromethyl)-3-thiophenemethanol

Participants

Reaction Conditions

Reaction Steps

To a suspension of lithium borohydride (15.9 g) in tetrahydrofuran (550 ml) was added dropwise a solution of methyl 5-(trifluoromethyl)thiophene-3-carboxylate (55.1 g) in tetrahydrofuran (50 ml) at 0° C., and the obtained mixture was stirred at 50° C. overnight. The reaction mixture was cooled to 0° C., poured into 2 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (37.3 g).

Provenance & Evidence