反应详情

An acetic acid solution (15 ml) containing 3-oxopyrrolidine-1-carboxylic acid tert-butyl ester (0.67 g) and (3,4-dichlorophenyl)phenylamine (0.94 g) was stirred at room temperature over night. To the mixture was added 1.5 g of sodium triacetoxyborohydride, followed by stirring at room temperature for 8 hours. Dichloromethane was added to the reaction solution and washed with water, followed by drying over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1). The solvent was distilled off from the purified product under reduced pressure, and the residue was dissolved in 1 N hydrochloric acid-ethanol and heated under reflux for one hour. The reaction solution was concentrated to dryness to thereby obtain 50 mg of brown amorphous solid (3,4-dichlorophenyl)phenylpyrrolidin-3-ylamine dihydrochloride.

1. stirringby stirring at room temperature for 8 hours
2. washwashed with water
3. dry with materialby drying over magnesium sulfate
4. distillationThe solvent was distilled off under reduced pressure
5. customthe residue was then purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1)
6. distillationThe solvent was distilled off from the purified product under reduced pressure
7. dissolutionthe residue was dissolved in 1 N hydrochloric acid-ethanol
8. temperatureheated
9. temperatureunder reflux for one hour
10. concentrationThe reaction solution was concentrated to dryness