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Water (50 mL) and trifluoroacetic acid (50 mL) were added to a solution of phthalimidoacetaldehyde diethyl acetal (30.0 g, 114 mmol) in chloroform (200 mL), and the reaction mixture was stirred at room temperature for 48 hours. The aqueous layer was separated, adjusted to pH 7 with the addition of sodium carbonate, and extracted with several portions of dichloromethane. The combined organic fractions were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 14.2 g of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetaldehyde as a white solid.

1. customThe aqueous layer was separated
2. additionadjusted to pH 7 with the addition of sodium carbonate
3. extractionextracted with several portions of dichloromethane
4. dry with materialThe combined organic fractions were dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure