反应 #1960576

反应方程式

2-bromoselenophene

4-ethoxy-2,3-difluorophenylboronic acid

sodium carbonate

→

2-(4-ethoxy-2,3-difluorophenyl)selenophene

溶剂

toluene ethanol

反应条件

后处理

1. 1
   温度under reflux for 20 h
2. 2
   温度After cooling
3. 3
   其他the organic phase is separated off
4. 4
   萃取the aqueous phase is extracted with toluene
5. 5
   洗涤The combined organic phases are washed with sat. sodium hydrogencarbonate soln
6. 6
   其他The solution is dried
7. 7
   浓缩concentrated to dryness
8. 8
   其他The residue is purified by column chromatography (SiO2, n-heptane:toluene=3:2)
9. 9
   其他Further purification
10. 10
    其他is carried out by recrystallisation from ethanol

实验过程

A mixture of 45.0 g (0.21 mol) of 2-bromoselenophene, 52.0 g (0.26 mol) of 4-ethoxy-2,3-difluorophenylboronic acid, 20.0 g (17.3 mmol) of tetrakis(triphenylphosphine)palladium(0) and 600 ml of 2 N sodium carbonate soln. in 1100 ml of toluene/ethanol (1:1) is heated under reflux for 20 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted with toluene. The combined organic phases are washed with sat. sodium hydrogencarbonate soln., 1 N hydrochloric acid and sat. sodium chloride soln. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:toluene=3:2). Further purification is carried out by recrystallisation from ethanol; 2-(4-ethoxy-2,3-difluorophenyl)selenophene is obtained as a beige solid.

来源