反应详情

温度

80 °C

A biphasic solution of 6-acetyl-4-chloro-3-methyl-2-nitrophenyl trifluoromethanesulfonate (3.00 g, 8.29 mmol) and (3-fluorophenyl)boronic acid (1.74 g, 12.4 mmol) in toluene (80 mL) and saturated NaHCO3 (80 mL) was bubbled with N2 to degas. Tetrakis(triphenylphosphine)palladium(0) (0.479 g, 0.415 mmol) was added The reaction mixture was bubbled with N2 for 5 minutes more and heated at 80° C. for 2 hours. After cooling to room temperature, the mixture was diluted with ethyl acetate. The layers were separated and the aq. layer was extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The resulting material was purified on silica gel column, eluting with ethyl acetate/hexane, 0-30%, to give the desired product (2.35 g, 92%). LCMS calculated for C15H12ClFNO3 (M+H)+: m/z=308.0; Found: 308.1.

1. customto degas
2. customwas bubbled with N2 for 5 minutes more
3. temperatureAfter cooling to room temperature
4. additionthe mixture was diluted with ethyl acetate
5. customThe layers were separated
6. extractionthe aq. layer was extracted with ethyl acetate
7. washThe combined extracts were washed with brine
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. customThe resulting material was purified on silica gel column
12. washeluting with ethyl acetate/hexane, 0-30%