Phthalimide → HCID 90052072, compound

Participants

Reaction Steps

To a solution of 3,3,3-trifluoro-2-((3-nitrophenyl)amino)propan-1-ol (C14, 171 mg), phthalimide (201 mg) and triphenylphosphine (305 mg) in tetrahydrofuran (7 mL), a 40% solution of diethyl azodicarboxylate in toluene (526 μL) was added under ice cooling, and the mixture was stirred at the same temperature for 40 minutes. To the reaction mixture, water and ethyl acetate were added. The organic layer was separated, washed with saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 100 to 70% hexane in ethyl acetate) to obtain 2-(3,3,3-trifluoro-2-((3-nitrophenyl)amino)propyl)isoindoline-1,3-dione (C15, 209 mg).

Provenance & Evidence