反应详情

3-Bromo-6-fluoro-2-methylbenzonitrile (23.6 g, 110 mmol), potassium vinyl trifluoroborate (29.5 g, 221 mmol), PdCl2(dppf)-CH2Cl2 Adduct (4.03 g, 5.51 mmol), and TEA (30.7 mL, 221 mmol) were added to 250 mL of ethanol. The reaction mixture was degassed then stirred at reflux for 4 h. LC-MS confirmed the presence of product. The reaction mixture was diluted with ethyl acetate, washed twice with brine, dried, and evaporated to dryness. The crude material was then purified by MPLC chromatography using a 330 g Redi-sep column and eluting with a 10% EtOAc/Hexane solvent system to yield 3-ethenyl-6-fluoro-2-methylbenzonitrile.

1. customThe reaction mixture was degassed
2. temperatureat reflux for 4 h
3. additionThe reaction mixture was diluted with ethyl acetate
4. washwashed twice with brine
5. customdried
6. customevaporated to dryness
7. customThe crude material was then purified by MPLC chromatography
8. washeluting with a 10% EtOAc/Hexane solvent system