4-Aminophenol → Benzamide, N-(4-hydroxyphenyl)-

Participants

Reaction Steps

To a solution of 4-aminophenol (4.27 g, 39.1 mmol) in DMF (50 ml) at 0° C. under an atmosphere of argon was added triethylamine (7.44 ml, 53.4 mmol, 1.5 eq). The reaction mixture was stirred for 10 minutes before slow addition of benzoyl chloride (5 g, 35.6 mmol, 1 eq) over a period of 5 minutes. The reaction mixture was allowed to warm to room temperature and stirred over 18 hours. The DMF was removed under reduced pressure and the mixture was treated with ethyl acetate/water. Precipitation of a white solid resulted, which was filtered off and dried under reduced pressure. The title compound (8.0 g) was isolated in 96% yield.

Provenance & Evidence