Diallyl maleate

108-31-6

107-18-6

999-21-3

A typical procedure for the synthesis of diallyl maleate from maleic anhydride and acryl alcohol is as follows: maleic anhydride (1 mmol, 0.15 g), acryl alcohol (5 mmol, 0.46 mL, 0.37 g), and HFDAIL as a catalyst (10 mol/mol of maleic anhydride, 0.05 g) were charged into a 50 mL round-bottomed flask equipped with a Dean-Stark device, reflux condenser, and magnetic stirrer in a 50 mL round bottom flask. The reaction mixture was stirred at 125 °C for 7 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) using ethyl acetate/hexane (2:8) as eluent. When TLC showed that the reaction was complete, the isolated product (diallyl maleate) was obtained by extraction with ethyl acetate (3 x 5 mL) and evaporation of ethyl acetate under reduced pressure to give the target product as a yellow oily liquid in 95% yield (0.26 g, boiling point = 340 °C). The resulting product was dried under vacuum at 70 °C for 5 hours. The viscous ionic liquid can be directly reused without further treatment after removing water under vacuum at 80 °C for 5 h. The product was dried under vacuum for 5 h at 70 °C.