反应详情

2-(2-Bromophenyl)-N-(phenylmethyl)acetamide was dissolved THF (0.2 M), followed by addition of BH3.DMS (3 eq), and the reaction was heated to reflux with stirring. After 2 hrs, the mixture was cooled to room temerature, and quenched with excess 10% HCl. The mixture was heated to reflux for 1 hr, and then cooled to room temperature. After washing with EtOAc, the aqueous phase was made alkaline with 10% sodium carbonate, and extracted with EtOAc. The organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was triturated with EtOAc to afford a colorless solid. EI-MS m/z 290/292 (M+H)+

1. additionfollowed by addition of BH3
2. temperatureto reflux
3. temperaturethe mixture was cooled to room temerature
4. customquenched with excess 10% HCl
5. temperatureThe mixture was heated
6. temperatureto reflux for 1 hr
7. washAfter washing with EtOAc
8. extractionextracted with EtOAc
9. washThe organic phase was washed with brine
10. dry with materialdried over magnesium sulfate
11. filtrationfiltered
12. concentrationconcentrated in vacuo
13. customThe residue was triturated with EtOAc
14. customto afford a colorless solid