反应详情

温度

70 °C

A one molar solution of BH3 in THF (1.2 mL, 1.2 mmol) was added to amide 4 (128 mg, 0.39 mmol) in THF (1.5 mL) and the mixture was heated in a sealed tube at 70° C. for 5 h, then it was stirred at room temperature for 16 h. The mixture was cooled in ice and few drops of conc HCl were added, then most of the solvent was removed and H2O was added and the mixture was heated to reflux for 20 min. EtOAc was added and the PH adjusted to 8 with saturated NaHCO3 and extracted with EtOAc (2×). The organic extracts were dried over MgSO4, filtered and concentrated leaving crude 5 (110 mg) as a clear oil. LRMS (ESI): calc. 313.3; found 314.0 (MH)+. The material was used as is for the next step.

1. temperatureThe mixture was cooled in ice
2. custommost of the solvent was removed
3. additionH2O was added
4. temperaturethe mixture was heated
5. temperatureto reflux for 20 min
6. additionEtOAc was added
7. extractionextracted with EtOAc (2×)
8. dry with materialThe organic extracts were dried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated