反应详情

Tetrakis(triphenylphosphine)palladium (0.65 g, 0.56 mmol), 4-formylphenylboric acid (2.81 g, 18.7 mmol), 2M aqueous sodium carbonate (18.7 ml, 37.4 mmol) and ethanol were added to the nitrogen-saturated solution of 3-bromopyridine (2.66 g, 16.8 mmol) in toluene and refluxed under nitrogen for 8 hrs. Water was added to the solution and extracted with ethyl acetate, washed with water and brine and dried. Solvents were removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent; hexane/ethyl acetate=1/1.5) to give 4-(3-pyridyl)benzaldehyde (0.78 g, 25%).

1. temperaturerefluxed under nitrogen for 8 hrs
2. extractionextracted with ethyl acetate
3. washwashed with water and brine
4. customdried
5. customSolvents were removed under reduced pressure
6. customthe residue was purified by silica gel column chromatography (eluent; hexane/ethyl acetate=1/1.5)