反应详情

A mixture of (S)-2-(N,N-dimethylcarbamoyl)pyrrolidine (426 mg, 3 mmol), (Chem. pharm. Bull. 1973, 21, 2112-2116), 3-bromo-1-propanol (0.41 ml, 4.5 mmol) and potassium carbonate (829 mg, 6 mmol) in acetonitrile (6 ml) was heated at reflux for 8 hours. The mixture was allowed to cool and was partitioned between methylene chloride and water. The organic layer was separated, washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography, eluting with methylene chloride/methanol (a gradient from 90/10 to 60/40) to give (S)-1-(3-hydroxypropyl)-2-(N,N-dimethylcarbamoyl)pyrrolidine (290 mg, 48%).

1. temperaturewas heated
2. temperatureat reflux for 8 hours
3. temperatureto cool
4. customwas partitioned between methylene chloride and water
5. customThe organic layer was separated
6. washwashed with brine
7. dry with materialdried (MgSO4)
8. customthe solvent removed by evaporation
9. customThe residue was purified by column chromatography
10. washeluting with methylene chloride/methanol (a gradient from 90/10 to 60/40)