反应详情

温度

80 °C

A solution of 2-(4-(ethylsulfonyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Preparation 45, 1.77 g, 5.64 mmol), 4-chloro-1-fluoro-2-iodobenzene (1.28 g, 5.00 mmol), and sodium carbonate (1.59 g, 15.00 mmol) in dioxane (40 mL) and water (10 mL) was degassed. Tetrakis(triphenylphosphine)palladium(0) (577 mg, 0.50 mmol) was added and the mixture was degassed twice more, and the reaction warmed to 80° C. for 2 hours. The reaction was cooled and diluted with EtOAc (50 mL) and water (50 mL), the layers separated and the aqueous extracted with EtOAc (2×30 mL). The combined organic layers were washed with brine (30 mL), dried over MgSO4 and the solvent removed in vacuo. The crude was purified by silica gel column chromatography eluting with EtOAc:heptane 1:19 to 1:1 to give the title compound as a colourless oil 28% yield, 443 mg.

1. customthe mixture was degassed twice more
2. temperatureThe reaction was cooled
3. additiondiluted with EtOAc (50 mL) and water (50 mL)
4. customthe layers separated
5. extractionthe aqueous extracted with EtOAc (2×30 mL)
6. washThe combined organic layers were washed with brine (30 mL)
7. dry with materialdried over MgSO4
8. customthe solvent removed in vacuo
9. customThe crude was purified by silica gel column chromatography
10. washeluting with EtOAc:heptane 1:19 to 1:1