反应详情

9.38 g (40.2 mmol) of 3-(5-bromo-thiophen-2-yl)-acrylic acid and 6.97 g (6 mmol) of tetrakis(triphenylphosphine)palladium were dissolved in 50 ml of degassed DME and stirred at room temperature for 10 min. 8.44 g (60.4 mmol) of 2-fluoro -phenylboronic acid and 50 ml of a 2 M aqueous sodium carbonate solution were added together with an additional 5 ml of degassed DME. The reaction mixture was heated to 95° C. for 4 h and then stirred at room temperature for 16 h. The product precipitated partially from the reaction mixture and was collected by filtration. This solid was boiled for 1 h in ethyl acetate and filtered while hot. The solvent was removed under reduced pressure. The filtrate of the reaction mixture was evaporated to dryness. This residue was taken up in ethyl acetate/water and filtered. The organic phase was dried with sodium sulfate, filtered, and the solvent was evaporated. The combined product was purified by silica gel chromatography. Yield: 7.5 g.

1. temperatureThe reaction mixture was heated to 95° C. for 4 h
2. stirringstirred at room temperature for 16 h
3. customThe product precipitated partially from the reaction mixture
4. filtrationwas collected by filtration
5. waitThis solid was boiled for 1 h in ethyl acetate
6. filtrationfiltered while hot
7. customThe solvent was removed under reduced pressure
8. customThe filtrate of the reaction mixture was evaporated to dryness
9. filtrationfiltered
10. dry with materialThe organic phase was dried with sodium sulfate
11. filtrationfiltered
12. customthe solvent was evaporated
13. customThe combined product was purified by silica gel chromatography