反応 #1960490

反応方程式

DIAD

2,3-difluorophenol

1-octyn-3-ol

triphenylphosphine

→

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

溶媒

MTBE

THF

THF

反応条件

後処理

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

実験手順

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.

出典