反应详情

To a solution of N-Boc-3-chloropropylamine (10.0 g, 51.8 mmol) in THF was added sodium hydride (1.87 g, 78 mmol). After 20 min, benzyl bromide (9.24 mL, 78 mmol) was added and the reaction mixture was heated at reflux for 16 h. After cooling, the reaction mixture was diluted with Et2O (150 mL) and H2O (50 mL), the layers were separated and the aqueous layer was extracted twice with Et2O. The combined organic phases were washed with H2O and brine, dried (MgSO4), filtered and concentrated. The resulting yellow oil was purified by flash chromatography (SiO2, 10% EtOAc-hexane) to give N-Boc-N-benzyl-3-chloropropylamine (1.97 g, 13% yield) as a pale yellow oil.

1. temperaturethe reaction mixture was heated
2. temperatureat reflux for 16 h
3. temperatureAfter cooling
4. customthe layers were separated
5. extractionthe aqueous layer was extracted twice with Et2O
6. washThe combined organic phases were washed with H2O and brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated
10. customThe resulting yellow oil was purified by flash chromatography (SiO2, 10% EtOAc-hexane)