반응 #1960490

반응 방정식

DIAD

2,3-difluorophenol

1-octyn-3-ol

triphenylphosphine

→

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

용매

MTBE

THF

THF

반응 조건

후처리

1. 1
   세척washed with water
2. 2
   추출The aqueous phase is extracted with MTBE
3. 3
   세척the combined organic phases are washed with saturated sodium chloride solution
4. 4
   기타The solution is dried
5. 5
   기타evaporated to dryness
6. 6
   기타The residue is purified by column chromatography (SiO2, 1-chlorobutane)

실험 절차

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.

출처