Réaction #1960503

Équation de réaction

7,8-difluoro-3-trimethylsilanylnaphthalen-2-ol

bromoethane

potassium carbonate

→

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

Solvants

ethyl methyl ketone

Conditions de réaction

Traitement

1. 1
   FiltrationThe batch is filtered
2. 2
   Lavagethe residue is washed with ethyl methyl ketone
3. 3
   ConcentrationThe filtrate is concentrated
4. 4
   LavageThe solution is washed with water and sat. sodium chloride soln
5. 5
   Autreand dried
6. 6
   Autreafter removal of the solvent
7. 7
   Autreis purified by column chromatography (SiO2, toluene:ethyl acetate=9:1)

Mode opératoire

54.7 g (about 0.12 mol) of 7,8-difluoro-3-trimethylsilanylnaphthalen-2-ol are stirred at 80° C. for 19 h together with 19.5 ml (0.26 mol) of bromoethane and 34.5 g (0.25 mol) of potassium carbonate in 400 ml of ethyl methyl ketone. The batch is filtered, and the residue is washed with ethyl methyl ketone. The filtrate is concentrated, and the residue is taken up in MTBE. The solution is washed with water and sat. sodium chloride soln. and dried using sodium sulfate. The residue remaining after removal of the solvent is purified by column chromatography (SiO2, toluene:ethyl acetate=9:1), giving (3-ethoxy-5,6-difluoronaphthalen-2-yl)trimethylsilane as a dark-brown solid.

Source