Pyridine → (3-Acetamidophenyl) acetate

Participants

Reaction Conditions

Reaction Steps

3-Aminophenol (19 g 0.17 mol) was dissolved in Ac2O (162 g, 1.59 mol, 9.5 eq.), and pyridine (4.9 g, 0.062 mol, 0.36 eq.) was added. Then the reaction mixture was stirred at 80° C. over 2 h. Ice water (50 mL) was added to the mixture, and saturated NaHCO3 solution was added to the mixture until pH=7, then extracted (EA), washed (brine), dried (Na2SO4), and concentrated to give 3-acetamidophenyl acetate as gray solid (30 g, yield: 93%). ESI-MS: 194 (M+H)+.

Provenance & Evidence