Acetic Anhydride → 3-Acetoxy-4-nitrobenzoic acid

Participants

Reaction Steps

A mixture of 3-hydroxy-4-nitrobenzoic acid (10g, 55 mmole) in acetic anhydride (20 ml) and anhydrous pyridine (20 ml) was refluxed for 4 hours. The reaction mixture was poured onto ice and the resulting mixture was extracted with ethyl acetate (2×100 ml). The organic layer was washed successively with dilute HCl solution (2×100 ml) and saturated brine solution, dried over Na2SO4, filtered and evaporated to give 3-acetoxy-4-nitrobenzoic acid.

Provenance & Evidence