反应详情

A mixture of 8-acetamido-2-tetralone (0.4 g, 2 mmol), pyrrolidine (0.28 g, 4 mmol) and tosic acid (10 mg) in benzene:DMF (5:1, 12 mL) was heated at reflux with a Dean-Stark trap for 4 h. The solvent was evaporated and the residue dissolved in 1:1 MeOH:THF (10 mL). Acetic acid (1 mL) and sodium cyanoborohydride (0.25 g, 4 mmol) were added, and the reaction stirred for 16 h. The solvent was evaporated and the residue taken up in water:methylene chloride. The aqueous layer was basified with 12.5% NaOH, and back extracted. The combined organic phase was dried over sodium sulfate, filtered and evaporated. The residue solidified upon standing, and was crystallized from tolune:hexane to give the product (0.36 g).

1. temperaturewas heated
2. temperatureat reflux with a Dean-Stark trap for 4 h
3. customThe solvent was evaporated
4. dissolutionthe residue dissolved in 1:1 MeOH
5. customThe solvent was evaporated
6. extractionback extracted
7. dry with materialThe combined organic phase was dried over sodium sulfate
8. filtrationfiltered
9. customevaporated
10. customwas crystallized from tolune