反応 #1960504

反応方程式

(3-ethoxy-5,6-difluoronaphthalen-2-yl)trimethylsilane

caesium fluoride

→

7-ethoxy-1,2-difluoronaphthalene

溶媒

water

DMF

反応条件

後処理

1. 1
   温度After cooling
2. 2
   抽出extracted a number of times with MTBE
3. 3
   洗浄The combined organic phases are washed with water and sat. sodium chloride soln
4. 4
   その他, and the solution is dried
5. 5
   その他after removal of the solvent
6. 6
   その他is purified by column chromatography (SiO2, toluene:ethyl acetate=9:1)

実験手順

44.0 g (about 81.6 mmol) of (3-ethoxy-5,6-difluoronaphthalen-2-yl)trimethylsilane are stirred at 100° C. for 20 h together with 26.3 g (0.17 mol) of caesium fluoride in 300 ml of DMF. After cooling, the mixture is diluted with water and extracted a number of times with MTBE. The combined organic phases are washed with water and sat. sodium chloride soln., and the solution is dried using sodium sulfate. The brown oil remaining after removal of the solvent is purified by column chromatography (SiO2, toluene:ethyl acetate=9:1), giving 7-ethoxy-1,2-difluoronaphthalene as a brown oil.

出典