Iodine → 3-Iodo-5-nitrobenzoic acid

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-Nitro-benzoic acid (114 g, 0.68 mol) and I2 (138.2 g) was added dropwise H2SO4 (conc., 230 mL). The reaction mixture was stirred at 85° C. for 18 hours, then was cooled and poured onto ice. The resulting mixture was partitioned between EtOAc and saturated aqueous NaHSO3. The combined organic layers were washed with water, dried over Na2SO4, filtered and concentrated under reduced pressure to give 108 g of 3-iodo-5-nitro-benzoic acid as a pale yellow solid, MS (M+H)=294.

Provenance & Evidence