反应 #531836

反应方程式

4-Bromo-3-fluorophenol

3,5-difluorophenylboronic acid

potassium carbonate

2-propanol

→

4-hydroxy-2,3′,5′-trifluoro-1,1′-biphenyl

收率 74.0%

溶剂

Toluene

water

反应条件

后处理

1. 1
   温度heated
2. 2
   温度to reflux for 5 hours under an atmosphere of nitrogen
3. 3
   workup.ADDITIONmixed with it
4. 4
   其他to separate organic
5. 5
   萃取aqueous phases, and extraction
6. 6
   洗涤The combined organic phase was washed with water
7. 7
   干燥dried over anhydrous magnesium sulfate
8. 8
   浓缩The resulting solution was concentrated under reduced pressure
9. 9
   其他the residue was purified with a fractional operation by means of column chromatography (silica gel; toluene)
10. 10
    其他The product was further purified by recrystallization from a mixed solvent of heptane/Solmix A-11
11. 11
    其他dried

实验过程

4-Bromo-3-fluorophenol (T-1) (50.0 g), 3,5-difluorophenylboronic acid (45.5 g), potassium carbonate (72.4 g), Pd(Ph3P)2Cl2 (5.52 g) and 2-propanol (500 ml) were put in a reaction vessel and heated to reflux for 5 hours under an atmosphere of nitrogen. After the reaction solution had been cooled to 25° C., it was poured into water (500 ml) and mixed with it. Toluene (500 ml) was added to the solution to separate organic and aqueous phases, and extraction was carried out. The combined organic phase was washed with water and dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure and the residue was purified with a fractional operation by means of column chromatography (silica gel; toluene). The product was further purified by recrystallization from a mixed solvent of heptane/Solmix A-11 and dried, giving 4-hydroxy-2,3′,5′-trifluoro-1,1′-biphenyl (T-2) (43.4 g). The yield based on the compound (T-1) was 74%.

来源