反应详情

Tetrakis(triphenylphosphine)palladium (0.8 g) was added to a mixture of 3.1 g of benzeneboronic acid, 5 g of 5-bromo-2-fluoronitrobenzene and 22 ml of 2M aqueous sodium carbonate in 50 ml of toluene and 50 ml of ethanol. The mixture was refluxed for 2 hours, concentrated, and the residue extracted twice with ethyl acetate. The ethyl acetate layer was washed with water and brine, dried, and concentrated to give a yellow oil. The oil was chromatographed on silica gel (5% ethyl acetate in hexane) to give 4.75 g (96%) of 4-fluoro-3-nitrobiphenyl as a yellow oil.

1. temperatureThe mixture was refluxed for 2 hours
2. concentrationconcentrated
3. extractionthe residue extracted twice with ethyl acetate
4. washThe ethyl acetate layer was washed with water and brine
5. customdried
6. concentrationconcentrated
7. customto give a yellow oil
8. customThe oil was chromatographed on silica gel (5% ethyl acetate in hexane)