反应 #1960490

反应方程式

DIAD

2,3-difluorophenol

1-octyn-3-ol

triphenylphosphine

→

1-(1-ethynylhexyloxy)-2,3-difluorobenzene

溶剂

MTBE

THF

THF

反应条件

后处理

1. 1
   洗涤washed with water
2. 2
   萃取The aqueous phase is extracted with MTBE
3. 3
   洗涤the combined organic phases are washed with saturated sodium chloride solution
4. 4
   其他The solution is dried
5. 5
   其他evaporated to dryness
6. 6
   其他The residue is purified by column chromatography (SiO2, 1-chlorobutane)

实验过程

2.4 g (0.33 mol) of 2,3-difluorophenol are initially introduced in 1.2 l of THF together with 50.0 ml (0.34 mol) of 1-octyn-3-ol and 94.1 g (0.36 mol) of triphenylphosphine, and a solution of 76.1 ml (0.39 mol) of DIAD in 100 ml of THF is added dropwise. After 19 h at RT, the batch is diluted with MTBE and washed with water. The aqueous phase is extracted with MTBE, and the combined organic phases are washed with saturated sodium chloride solution. The solution is dried using sodium sulfate and evaporated to dryness. The residue is purified by column chromatography (SiO2, 1-chlorobutane), giving 1-(1-ethynylhexyloxy)-2,3-difluorobenzene as a colourless oil.

来源