Hydrochloric Acid → Phenylacetic Acid

Participants

Reaction Steps

To a solution of methyl 3-[2-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]-4-pyridyl]methoxy]phenylacetate (521 mg) in tetrahydrofuran-methanol (1:1, 12 mL) was dropwise added a 1N aqueous sodium hydroxide solution (3 mL) at room temperature, and the mixture was stirred for 1 hr. The reaction mixture was poured into water, and the reaction mixture was neutralized with 1N hydrochloric acid (3 mL) and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give crystals of 3-[2-[[2-(2-furyl)-5-methyl-4-oxazolyl]methoxy]-4-pyridyl]methoxy]phenylacetic acid. Recrystallization from ethanol-hexane gave colorless needle crystals (473 mg, 94%). melting point: 136-137° C.

Provenance & Evidence