Hydrochloric Acid → HCID 68887556, compound

Participants

Reaction Steps

To a mixture of methyl 3-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-isoxazolecarboxylate (9.2 g) and tetrahydrofuran (200 mL) was added lithium aluminum hydride (1.06 g) under ice-cooling, and the mixture was stirred at room temperature for 30 min. Dilute hydrochloric acid was added to acidify the mixture 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 (4.90 g, 58%) of [3-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]-5-isoxazolyl]methanol from a fraction eluted with ethyl acetate-hexane (1:2, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 115-116° C.

Provenance & Evidence