Hydrochloric Acid → 3-Hydroxy-7-(3-hydroxyphenyl)-1-naphthonitrile

Participants

Reaction Steps

3-Methoxy-7-(3-methoxyphenyl)-1-naphthonitrile (100 mg, 0.35 mmol, 1 eq) and pyridinium hydrochloride (492 mg, 4.3 mmol, 12.2 eq) are boiled under reflux for 3 h. After cooling the reaction mixture, it is acidified with 1 N HCl, the resulting precipitate is filtered and dissolved in a small amount of ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated in vacuum on a rotary evaporator. The residue formed is the desired product (yield 64%, 58 mg).

Provenance & Evidence