84764-41-0

The general procedure for the synthesis of 2-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)isoindoline-1,3-dione from 2-(3-oxobutyl)isoindoline-1,3-dione and ethylene glycol is as follows: 50 g of 2-(3-oxobutyl)isoindoline-1,3-dione, 14.3 g of ethylene glycol, and 7.4 g of p-toluenesulphonium tetrahydrate of the The mixture was dissolved in 500 mL of anhydrous toluene, a water separator was assembled and the reaction was refluxed for 24 hours. Upon completion of the reaction, the reaction mixture was washed twice with 500 mL of saturated aqueous NaHCO3. The aqueous phase was extracted twice with 500 mL of ethyl acetate. The organic phases were combined, dried by adding anhydrous sodium sulfate and the solvent was removed by distillation under reduced pressure. The resulting distillation residue was recrystallized from ethanol to give 45 g of the yellow solid product 2-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)isoindoline-1,3-dione in 74.8% yield.

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[3] Journal of the Chemical Society, 1955, p. 3151,3153
[4] Synlett, 2003, # 7, p. 987 - 990