反应详情

温度

100 °C

A mixture of 4-bromobenzaldehyde (10.0 g), 4-fluorophenylboronic acid (11.3 g), tetrakis(triphenylphosphine)palladium(0) (3.12 g), sodium carbonate (28.6 g), toluene (150 mL), ethanol (70.0 mL) and water (70.0 mL) was stirred at 100° C. for 12 hours. After cooling the reaction mixture to room temperature, water was added and extraction with toluene was conducted twice. The combined organic layers were washed with saturated brine and dried over anhydrous magnesium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10) and after adding n-hexane to the residue, the mixture was stirred. The precipitate was recovered by filtration and dried under reduced pressure to give the titled compound as a colorless solid (10.4 g).

1. temperatureAfter cooling the reaction mixture to room temperature
2. extractionextraction with toluene
3. washThe combined organic layers were washed with saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe desiccant was removed by filtration
6. concentrationthe filtrate was concentrated under reduced pressure
7. customThe concentrate was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10)
8. additionafter adding n-hexane to the residue
9. stirringthe mixture was stirred
10. filtrationThe precipitate was recovered by filtration
11. customdried under reduced pressure