Hydrochloric Acid → [5-Hydroxy-4-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl) phenyl]phenylmethanone

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Reaction Steps

To a mixture of [5-benzyloxy-4-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]phenylmethanone (reference example 14-1) (526 mg) and methylene chloride (22 mL) was added titanium(IV) chloride (0.288 mL) at room temperature. After stirring for 30 minutes, 2 mol/L hydrochloric acid and ethyl acetate were added to the mixture at room temperature. The separated organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: 50%-67% ethyl acetate/hexane, gradient elution) to give the title compound (383 mg).

Provenance & Evidence