Реакция #1960490

Уравнение реакции

DIAD

2,3-difluorophenol

1-octyn-3-ol

triphenylphosphine

→

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

Растворители

MTBE

THF

THF

Условия реакции

Обработка

1. 1
   Промывкаwashed with water
2. 2
   ЭкстракцияThe aqueous phase is extracted with MTBE
3. 3
   Промывкаthe combined organic phases are washed with saturated sodium chloride solution
4. 4
   ДругоеThe solution is dried
5. 5
   Другоеevaporated to dryness
6. 6
   ДругоеThe residue is purified by column chromatography (SiO2, 1-chlorobutane)

Методика

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.

Источник