反应详情

A solution of N-benzyl-5-(4-tert-butoxycarbonylaminomethylpiperidin-1-yl)pentylamine (3.7 g) in methyl formate (30 ml) was refluxed under heating for 12 hr. After cooling, methyl formate was evaporated, and tetrahydrofuran (40 ml) and 2M trifluoroborane-dimethyl sulfide solution (19 ml) were added to the residue, which was followed by refluxing under heating for 6 hr. The solvent was evaporated, and ethanol (40 ml) and hydrochloric acid (3 ml) were added to the reaction mixture, which was followed by refluxing under heating for 3 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure to give 3.60 g of N-benzyl-N-methyl-5-(4-aminomethylpiperidin-1-yl)pentylamine.

1. temperatureunder heating for 12 hr
2. temperatureAfter cooling
3. custommethyl formate was evaporated
4. additiontetrahydrofuran (40 ml) and 2M trifluoroborane-dimethyl sulfide solution (19 ml) were added to the residue, which
5. temperatureby refluxing
6. temperatureunder heating for 6 hr
7. customThe solvent was evaporated
8. additionethanol (40 ml) and hydrochloric acid (3 ml) were added to the reaction mixture, which
9. temperatureby refluxing
10. temperatureunder heating for 3 hr
11. temperatureAfter cooling
12. additionwater was added to the reaction mixture
13. extractionthe mixture was extracted with ethyl acetate
14. washThe organic layer was washed with brine
15. customdried
16. customthe solvent was evaporated under reduced pressure