Ethanol → [4-[(2-Phenyl-5-propyl-4-oxazolyl)methoxy]phenyl]methanol

Participants

Reaction Steps

To a mixture of 4-[(2-phenyl-5-propyl-4-oxazolyl)methoxy]benzaldehyde (2.40 g), tetrahydrofuran (30 ml) and ethanol (10 mL) was added sodium borohydride (0.28 g) at room temperature and the mixture was stirred at room temperature for 1 hr. To, the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The obtained residue was subjected to silica gel column chromatography to give crystals (1.60 g, 66%) of [4-[(2-phenyl-5-propyl-4-oxazolyl)methoxy]phenyl]methanol from a fraction eluted with ethyl acetate-hexane (1:1, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 79-80° C.

Provenance & Evidence