Hydrochloric Acid → 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoic Acid

Participants

Reaction Steps

A mixture of methyl 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoate (2.00 g), 1N aqueous sodium hydroxide solution (18.6 mL), tetrahydrofuran (30 mL) and methanol (20 mL) was stirred at room temperature for 2 hrs, and at 50-60° C. for 1 hr. The reaction mixture was acidified by adding 1N hydrochloric acid and concentrated. The residue was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was filtered with diisopropyl ether to give 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoic acid as a white solid (1.73 g, yield 85%). Recrystallization from ethyl acetate-diisopropyl ether gave needle crystals. melting point: 190-191° C.

Provenance & Evidence