Ethanol → Methyl 3-(4-{[4-(hydroxymethyl)phenoxy]methyl}-5-methyl-1,3-oxazol-2-yl)benzoate

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Reaction Steps

To a solution of methyl 3-{4-[(4-formylphenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}benzoate (2.12 g) in tetrahydrofuran (30 mL)-ethanol (5 mL) was gradually added sodium borohydride (0.23 g) at room temperature. After stirring the reaction mixture at room temperature for 1 hr, water was added, 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 methyl 3-(4-{[4-(hydroxymethyl)phenoxy]methyl}-5-methyl-1,3-oxazol-2-yl)benzoate as colorless crystals (1.93 g, yield 91%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 105-106° C.

Provenance & Evidence