Sodium borohydride → [2-(4-Chlorophenyl)thiazol-5-yl]methanol

Participants

Reaction Steps

To a solution of 2-(4-Chloro-phenyl)-thiazole-5-carbaldehyde (5.59 g, 25 mmol) in methanol (65 ml) at 0° C. was added sodium borohydride (1.04 g, 27.5 mmol) portionwise over a period of 5 minutes. The reaction was then allowed to warm to room temperature and stirred under nitrogen for 3 hours. The reaction was quenched with saturated aqueous ammonium chloride solution (100 ml) and stirred for 5 minutes, before the methanol was removed under reduced pressure. The resulting heterogeneous mixture was then extracted with ethyl acetate (2×100 ml), the combined organics dried over magnesium sulphate and the solvent removed under reduced pressure to give [2-(4-Chloro-phenyl)-thiazol-5-yl]-methanol (5.27 g).

Provenance & Evidence