反应详情

A mixture of 4-methoxyphenylboronic acid (3.70 g, 24.3 mmol), 1-chloro-4-nitrobenzene (3.84 g, 24.3 mmol) and cesium fluoride (7.40 g, 48.7 mmol) in 150 mL of 2:1 acetonitrile-water was degassed under vacuum for 20 minutes. Tetrakis(triphenylphosphine)palladium(0) (844.0 mg, 0.73 mmol) was added and the reaction refluxed for 3 h. The solvent was removed under reduced pressure and the residue partitioned between methylene chloride and water. The organic phase was separated, dried (Na2SO4) and the solvent removed under reduced pressure. Purification of the residue on silica gel using 5% ethyl acetate hexanes as the eluent gave 4′-methoxy-4-nitro-biphenyl (4.55 g, 81%).

1. customwas degassed under vacuum for 20 minutes
2. temperaturethe reaction refluxed for 3 h
3. customThe solvent was removed under reduced pressure
4. customthe residue partitioned between methylene chloride and water
5. customThe organic phase was separated
6. dry with materialdried (Na2SO4)
7. customthe solvent removed under reduced pressure
8. customPurification of the residue on silica gel using 5% ethyl acetate hexanes as the eluent