Hydrochloric Acid → HCID 69216299, compound

Participants

Reaction Steps

To a solution of 3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-methyl-1H-pyrazole-4-carbaldehyde (0.45 g) in tetrahydrofuran (10 mL) was slowly added methylmagnesium bromide (3.0 M diethyl ether solution, 0.5 mL) at 0° C., and the mixture was stirred for 1 hr. The reaction mixture was poured into dilute hydrochloric acid, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 1-(3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-methyl-1H-pyrazol-4-yl)ethanol (0.38 g, yield 81%) as colorless crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point: 94-95° C.

Provenance & Evidence