反应详情

A mixture of 4-(4-bromophenyl)nitrobenzene (Journal of Organic Chemistry, 2005, 70(9), 3730) (800 mg, 2.88 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (Xphos) (69 mg) and caesium carbonate (2.81 g, 8.63 mmol) in toluene (40 mL) was deoxygenated then palladium(II) acetate (13 mg, 0.06 mmol) and diethyl malonate (0.480 mL, 3.2 mmol) were added. The reaction mixture was heated under reflux for 2 h, cooled and then filtered through diatomaceous earth and the filter washed with EtOAc. The filtrate was concentrated by evaporation and adsorbed onto silica then purified by chromatography, eluting with 0-25% EtOAc in isohexane, to give the title compound (1.047 g) as a solid.

1. customwas deoxygenated
2. temperatureThe reaction mixture was heated
3. temperatureunder reflux for 2 h
4. temperaturecooled
5. filtrationfiltered through diatomaceous earth
6. washthe filter washed with EtOAc
7. concentrationThe filtrate was concentrated by evaporation
8. customthen purified by chromatography
9. washeluting with 0-25% EtOAc in isohexane