反应 #1895834

反应方程式

compound ( a2 )

4-ethoxy-2,3-difluorophenylboronic acid

4-bromo-2,3-difluorophenol

sodium carbonate

hydrochloric acid

→

4′-ethoxy-2,3,2′,3′-tetrafluorobiphenyl-4-ol

收率 56.0%

溶剂

2-propanol

toluene

反应条件

后处理

1. 1
   温度by refluxing for 10 hours
2. 2
   温度were cooled into 0° C
3. 3
   其他to separate into organic layer and aqueous layer
4. 4
   萃取the organic layer was extracted
5. 5
   洗涤The resulting organic layer was washed with saturated chloride aqueous solution
6. 6
   干燥dried over anhydrous magnesium sulfate
7. 7
   浓缩the solvent was concentrated under reduced pressure
8. 8
   其他to provide the residue
9. 9
   其他The resulting residue was purified by recrystallization from heptan
10. 10
    其他dried

实验过程

In a reactor under nitrogen atmosphere, 20.0 g of compound (a2), 17.2 g of 4-bromo-2,3-difluorophenol (a3), 30.6 g of sodium carbonate, 0.54 g of palladium on carbon catalyst (Pd/C) were dissolved in 120 mL of 2-propanol (IPA), followed by stirring by refluxing for 10 hours. The reaction mixture was cooled to room temperature, and injected into a mixture of 500 ml of 1N hydrochloric acid and 300 ml of toluene which were cooled into 0° C. The mixture was allowed to separate into organic layer and aqueous layer and the organic layer was extracted. The resulting organic layer was washed with saturated chloride aqueous solution, dried over anhydrous magnesium sulfate, and the solvent was concentrated under reduced pressure to provide the residue. The resulting residue was purified by recrystallization from heptan, and dried to provide 13.2 g of 4′-ethoxy-2,3,2′,3′-tetrafluorobiphenyl-4-ol (a4) as a white solid.

来源