反应详情

3-bromo-6-fluoro-2-methoxybenzonitrile (4.40 g, 19.1 mmol), potassium vinyl trifluoroborate (5.12 g, 38.3 mmol), PdCl2(dppf)-CH2Cl2 Adduct (0.7 g, 1 mmol) and TEA (5.33 mL, 38.3 mmol) were added to 80 mL ethanol in a 200 mL flask. The reaction mixture was degassed and heated to reflux for 4 h. The reaction mixture was cooled and then most of the ETOH was removed. The residue was diluted with ethyl acetate. The mixture was washed with brine twice. The organic layer was separated and dried over Na2SO4, filtered, and evaporated to dryness. The residue was purified thru a 330 g RediSep column and eluted with 10% ETOAc/hexane solvent system to yield the title compound.

1. customThe reaction mixture was degassed
2. temperatureheated
3. temperatureto reflux for 4 h
4. temperatureThe reaction mixture was cooled
5. custommost of the ETOH was removed
6. additionThe residue was diluted with ethyl acetate
7. washThe mixture was washed with brine twice
8. customThe organic layer was separated
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. customevaporated to dryness
12. customThe residue was purified thru a 330 g RediSep column
13. washeluted with 10% ETOAc/hexane solvent system