反应详情

To a solution of methyl 4-bromo-2-methylbenzoate (1.00 g, 4.37 mmol) and 4-nitrophenylboronic acid (2.91 g, 17.5 mmol) in toluene (12 mL) was added Na2CO3 (3.70 g, 34.9 mmol), 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) chloride complex with dichloromethane (0.71 g, 0.87 mmol), 1,4-dioxane (6 mL), and water (6 mL). The mixture was heated at reflux for 3 h and then allowed to cool to rt. The mixture was diluted with EtOAc and water, and the organic layer was isolated, dried over MgSO4, and concentrated in vacuo. The material was purified by column chromatography (25% EtOAc in hexanes), yielding 1.32 g (89%) of the title compound. GC/MS m/z 271 (M+); retention time 13.00 min. 1H NMR (400 MHz, CD2Cl2) 2.65 (s, 3H), 3.95 (s, 3H), 7.52 (d, 2H), 7.78 (d, 2H), 8.11 (d, 1H), 8.30-8.39 (m, 2H).

1. temperatureThe mixture was heated
2. temperatureat reflux for 3 h
3. customthe organic layer was isolated
4. dry with materialdried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe material was purified by column chromatography (25% EtOAc in hexanes)