Hydrochloric Acid → 2-[3-[3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethloxy]phenyl]acetic acid

Participants

Reaction Steps

Methyl 2-[3-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethoxy]phenyl]acetate (604 mg) was dissolved in methanol-tetrahydrofuran (1:1, 12 mL) and a 1N aqueous sodium hydroxide solution (3 mL) was added. The mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into water, 1N hydrochloric acid (3 mL) 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 crystals of 2-[3-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethloxy]phenyl]acetic acid. Recrystallization from ethanol-hexane gave colorless needle crystals (522 mg, 89%). melting point: 128-129° C.

Provenance & Evidence