Phthalimide → 2-((S)-2-(dibenzylamino)propyl)isoindoline-1,3-dione

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of phtalimide (824 mg, 5.60 mmol), (S)-2-(dibenzylamino)propan-1-ol (1.02 g, 4.00 mmol) and PPh3 (1.47 g, 5.60 mmol) in THF (30 mL) cooled to 0° C. under N2 was added dropwise DEAD (1.2 mL, 7.60 mmol). The resulting mixture was allowed to warm to room temperature and stirred overnight. The solvent was evaporated. The residue was purified by flash chromatography (silica gel, cyclohexane/methylene chloride 5/5) to afford a white solid (1.08 g, 70%).

Provenance & Evidence