Of maleic anhydride with allylbenzene

H and 13C KIEs were applied to study different types of ene (the Alder-ene) reactions. The reaction of maleic anhydride with allylbenzene was carried out at 175°C in the presence BHT (2,6-di-ferf-butyl-4-methylphenol).88... 

Figure 17 2H and 13C KIEs for the reaction of maleic anhydride with allylbenzene 39 at 175°C. 

A mixture of 35.4 g. (0.3 mole) of allylbenzene, 29.4 g. (0.3 mole) of maleic anhydride, and 50 ml. of o-dichlorobenzene (Note 1) in a 200-ml. round-bottomed flask is heated under reflux for 22 hours under an air condenser. While the orange mixture cools to 50°, the flask is equipped for vacuum distillation. At a bath temperature below 130°, the solvent and unreacted starting materials are removed by vacuum distillation with a water pump. The boiling range is 66 72°/23 mm. The viscous residue is poured while hot into a 125-ml. sausage flask (Note 2), and the transfer is completed with small amounts of acetone. After... 

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