反应详情

Tetrakis(triphenylphosphine)palladium (0.8 g) was added to a mixture of 4.2 g of 3-ethoxyphenylboronic acid, 5.0 g of 5-bromo-2-fluoronitrobenzene and 22 mL of 2 M sodium carbonate solution in 50 mL of toluene and 50 mL of ethanol. The mixture was refluxed for 2 hours, concentrated, water was added and the mixture was extracted twice with ethyl acetate. The ethyl acetate layer was washed with water and brine, then dried, and concentrated. The residue was chromatographed on silica gel (5% ethyl acetate in hexane) to give 5.3 g (90% yield) of crude 4-fluoro-3′-ethoxy-3-nitrobiphenyl as a yellow oil.

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