Acetic Anhydride → N-(3-Methylphenyl)acetamide

Participants

Reaction Steps

To a stirred solution of 11.2 grams (g) (0.11 mole) of acetic anhydride in 100 milliliters (mL) of acetic acid, was added 10.7 g (0.1 mole) of m-toluidine. The solution exothermed to 35° C. and, ten minutes (min) after all the m-toluidine was added, the product solution was concentrated in vacuo. The residue was taken up in EtOAc and was washed with H2O. The organic layer was dried over MgSO4 and concentrated in vacuo to give 14.46 g (97%) of product as a white powder (m.p. 65°-66° C). 1H NMR (CDCl3) 8:9.2 (1H, s, NH), 7.2 (2H, d, 8 Hz, aromatic), 7.0 (1H, t, 8 Hz, aromatic), 6.7 (1H, d, 8.0 Hz, aromatic).

Provenance & Evidence