反应详情

Dissolve 2-(3-hydroxypropyl)isoindole-1,3-dione (2 g, 9.74 mmol, 1 eq) in 40 mL of dichloromethane under N2. Add sulfuric acid (780 μL) and cool reaction mixture to −5° C. Condense isobutylene gas to a liquid using a −78° C. cold finger charged with dry ice and acetone. Add approximately 20 mL of the condensed liquid to the reaction mixture and slowly warm the solution to room temperature overnight while stirring. Add saturated, aqueous sodium hydrogencarbonate to the reaction mixture and extract product into the organics. Wash separated organic layer with water and dry over magnesium sulfate to give 1.969 g (77% yield) of 2-(3-tert-butoxypropyl)isoindole-1,3-dione as a colorless oil.

1. customreaction mixture to −5° C
2. customusing a −78° C.
3. additionAdd
4. customapproximately 20 mL of the condensed liquid to the reaction mixture
5. extractionAdd saturated, aqueous sodium hydrogencarbonate to the reaction mixture and extract product into the organics
6. washWash
7. customseparated organic layer with water
8. dry with materialdry over magnesium sulfate