13040-21-6

814-68-6

591-27-5

13040-21-6

The general procedure for the synthesis of 3-acrylamido-phenol from acryloyl chloride and 3-aminophenol is as follows: sodium bicarbonate (5.6 g, 0.067 mol) was added to a mixture of tetrahydrofuran (100 mL) and water (30 mL) of 3-aminophenol (5.0 g, 0.045 mol), followed by a slow dropwise addition of acryloyl chloride (3.6 mL, 0.045 mol) . The reaction mixture was stirred at room temperature for 3.5 hours. After completion of the reaction, dichloromethane was added for extraction and the organic layer was washed with aqueous ammonium chloride. After separation of the organic layer, it was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting crude product was recrystallized by a solvent mixture of dichloromethane and ether to give 3-acrylamido-phenol (2.9 g, 40% yield). The product was characterized by 1H-NMR (300 MHz, DMSO-d6): δ 5.73 (dd, 1H), 6.24 (dd, 1H), 6.42 (m, 2H), 7.04 (m, 2H), 7.24 (s, 1H), 9.39 (s, 1H), 9.97 (s, 1H).