Water → ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-hydroxyacetate

Participants

Reaction Steps

At 0° C., sodium tetraborohydride (10 mg, 0.26 mmol) was added to a solution of ethyl 2-[4-(3,4-dihydro-2H-1-benzopyran-6-yl)-2,5-dimethyl thiophen-3-yl]-2-oxoacetate (17d) (90 mg, 0.26 mmol) in methanol (5 mL). After 1 hour, water (5 mL) was added, the reaction mixture was concentrated in vacuo and the residue was diluted with ethyl acetate (10 mL). The organic layer was washed with water (10 mL), brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the desired alcohol (17e) as a white solid without further purification (88 mg, 0.25 mmol, 98%).

Provenance & Evidence