2-(4-Trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester → {2-[4-(Trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methanol

Participants

Reaction Steps

To a solution of 2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester (5.122 g, 17.00 mmol) in THF (85 ml) was added dropwise with cooling (15° C.) LAH (1M in THF, 17.34 ml, 17.34 mmol). The resulting mixture was stirred 30 min at RT and the reaction was quenched at ca 15° C. by the cautious addition of 20 ml saturated aqueous NH4Cl solution. The precipitate was filtered, washed with THF, evaporated and suspended in CH2Cl2. Na2SO4 was added and the organic phase filtered and evaporated to give 4.46 g (quantitative) of [2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanol as a yellow crytalline residue, MS: 259 (M+), MP: 95-98° C., dec.

Provenance & Evidence