Réaction #986422

Équation de réaction

4-fluoro-3-methylphenol

imidazole

tert-butyl(chloro)dimethylsilane

→

title compound

tert-Butyl(4-fluoro-3-methylphenoxy)dimethylsilane

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   Autrequenched by the addition of water
2. 2
   ExtractionThe aqueous layer was extracted with diethyl ether (400 mL)
3. 3
   LavageThe combined organic layers were washed with water and brine
4. 4
   Séchagedried over magnesium sulfate
5. 5
   Autreevaporated

Mode opératoire

To a stirred solution of 4-fluoro-3-methylphenol (15 g, 0.12 mol) and imidazole (18 g, 0.26 mol) in N,N-dimethylformamide (100 mL) was added tert-butyl(chloro)dimethylsilane (20 g, 0.13 mol) at 0° C. The reaction mixture was stirred at room temperature for 20 h, and quenched by the addition of water. The aqueous layer was extracted with diethyl ether (400 mL). The combined organic layers were washed with water and brine, dried over magnesium sulfate, and evaporated to afford 30 g (quant.) of the title compound as a yellow oil:

Source