N-(3-Hydroxypropyl)phthalimide was used as standard in the synthesis of phthalimide derivatives at high-temperature, high-pressure and H2O/EtOH mixtures as the solvent. It may be used in the synthesis of hydrophilic phosphorylcholine-containing polymer, poly-2-[3-(methacryloylamino)propylammonio] ethyl 3-aminopropyl phosphate.
3-Amino-1-propanol (10.0 g, 133.1 mmol) was dissolved in anhydrous toluene (100 mL). Phthalic anhydride (19.7 g, 133.1 mmol) was added to the solution under argon protection. The reaction mixture was heated with stirring at 125 °C for 6.5 hours. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by vacuum evaporation to afford the white powdery product 2-(3-hydroxypropyl)isodihydroindole-1,3-dione (31.7 g, quantitative yield), which could be used in subsequent steps without further purification.
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