3-Bromo-4-methylbenzoic acid → 3-Bromo-5-iodo-4-methylbenzoic acid

Participants

Reaction Steps

To a stirred solution of 3-bromo-4-methylbenzoic acid in 96% sulphuric acid (˜0.58 M reaction concentration) was added N-iodosuccinimide (1.1 equiv.) over 1 h maintaining the temperature between 10 and 30° C. The reaction mixture was aged for 10 min then quenched into water. The slurry was filtered and washed with water, sodium bisulfite solution and then finally with water to give the title compound as an off-white solid. 1H NMR (400 MHz, dmso-d6): δ 13.4 (br s, 1 H); 8.30 (s, 1 H); 8.00 (s, 1 H); 2.64 (s, 3 H). HRMS (ES, M−H) Calcd 338.8518. Found 338.8516.

Provenance & Evidence