تفاعل #1960490

معادلة التفاعل

DIAD

2,3-difluorophenol

1-octyn-3-ol

triphenylphosphine

→

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

المذيبات

MTBE

THF

THF

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water
2. 2
   استخلاصThe aqueous phase is extracted with MTBE
3. 3
   غسيلthe combined organic phases are washed with saturated sodium chloride solution
4. 4
   أخرىThe solution is dried
5. 5
   أخرىevaporated to dryness
6. 6
   أخرىThe residue is purified by column chromatography (SiO2, 1-chlorobutane)

الإجراء التجريبي

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.

المصدر