PHENYL METHACRYLATE

920-46-7

108-95-2

2177-70-0

Phenyl methacrylate was synthesized from methacryloyl chloride and phenol by esterification reaction. The procedure was as follows: phenol (1.0 eq.) was mixed with methacryloyl chloride (1.1 eq.) in anhydrous dichloromethane under dry reaction conditions, triethylamine (1.2 eq.) was added as a base, and the reaction was stirred for 12 hours at room temperature. Upon completion of the reaction, the organic phase was washed with dilute hydrochloric acid to remove unreacted base, followed by washing with saturated sodium bicarbonate solution and water, and finally dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. Purification by column chromatography (eluent: petroleum ether/ethyl acetate = 10:1) afforded phenyl methacrylate as a clear oil in 1.45 g yield, 84%. The structure of the product was confirmed by 1H NMR and 13C NMR, and the data were consistent with those reported in the literature.1H NMR (500 MHz, DMSO): δ 7.46-7.41 (m, 2H), 7.30-7.26 (m, 1H), 7.19-7.15 (m, 2H), 6.28 (m, 1H), 5.90 (app p, J=1.55 Hz, 1H ), 2.00 (m, 3H); 13C NMR (125 MHz, DMSO): δ 165.3, 150.6, 135.3, 129.5, 127.7, 125.9, 121.8, 18.1. High-resolution mass spectrometry (HRMS-ESIpos) analysis: calculated value C10H10O2Na [M+Na]+ 185.0572299, measured value 185.057440.