反应详情

To a solution of (3-chloro-4-fluoro-phenyl)-acetonitrile (1 g, 5.9 mmol) in THF (30 mL) was slowly added BH3-THF (8.26 ml). After the addition, the reaction mixture was heated to reflux for 3 hours. MeOH was added to quench the reaction and volatiles were removed under reduced pressure. The crude product was first dissolved in aq. HCl solution (30 mL) and impurities were removed by exaction with EtOAc (2×30 mL). The pH of the aqueous solution was adjusted to 8 using K2CO3 and the mixture was then extracted with DCM (3×30 mL). The combined organic layers were then washed with brine, dried with anhy. Na2SO4, filtered and concentrated in vacuo to give the title compound (570 mg, 55.8%) as an oil.

1. additionAfter the addition
2. temperaturethe reaction mixture was heated
3. temperatureto reflux for 3 hours
4. customto quench
5. customthe reaction and volatiles
6. customwere removed under reduced pressure
7. dissolutionThe crude product was first dissolved in aq. HCl solution (30 mL)
8. customimpurities were removed by exaction with EtOAc (2×30 mL)
9. extractionthe mixture was then extracted with DCM (3×30 mL)
10. washThe combined organic layers were then washed with brine
11. customdried with anhy
12. filtrationNa2SO4, filtered
13. concentrationconcentrated in vacuo