Ethanol → Ethyl 1-{4-[(4-hydroxymethyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-thiazol-2-yl}piperidine-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 1-{4-[(4-formyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-thiazol-2-yl}piperidine-4-carboxylate (1.56 g) in tetrahydrofuran (30 mL)-ethanol (5 mL) was gradually added sodium borohydride (70 mg) at 0° C. After stirring at 0° C. for 1 hr, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give ethyl 1-{4-[(4-hydroxymethyl-2-methoxyphenoxy)methyl]-5-methyl-1,3-thiazol-2-yl}piperidine-4-carboxylate as colorless crystals (1.48 g, yield 95%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 84-85° C.

Provenance & Evidence