3-Iodophenylacetic acid

130723-54-5

1878-69-9

General procedure for the synthesis of 3-iodophenylacetic acid from 2-(3-iodophenyl)acetonitrile: 0.2 g of 2-(3-iodophenyl)acetonitrile was dissolved in 1.0 mL of 1.0 M aqueous sodium hydroxide solution and the reaction was carried out at reflux for 4 h. After the reaction was completed, the aqueous phase was extracted with ether. After completion of the reaction, the reaction mixture was extracted with ether and the aqueous phase was acidified with 1.0 M hydrochloric acid solution to pH<7. The acidified aqueous phase was again extracted with ether, and the organic phases were combined, washed with distilled water and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to give 0.17 g of 3-iodophenylacetic acid in 83% yield. The product was characterized by 1H NMR (DMSO-d6): δ 7.65 (s, 1H), 7.5 (d, 1H), 7.3 (d, 1H), 7.1 (m, 1H), 3.6 (s, 2H).