Reacción #58509

Ecuación de reacción

4-hydroxyacetophenone

potassium carbonate

4-(trifluoromethoxy)benzylbromide

→

1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethanone

Rendimiento 80.8%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaunder reflux for 1 d
3. 3
   OtroThe solvent was evaporated and to the residue
4. 4
   workup.ADDITIONwas added ethyl acetate
5. 5
   LavadoThe organic phase was washed with 1M aqueous HCl solution and water
6. 6
   Secadodried over magnesium sulfate
7. 7
   OtroThe solvent was evaporated

Procedimiento

To a mixture of 300.0 mg (2.203 mmol) 4-hydroxyacetophenone and 305 mg (2.207 mmol) potassium carbonate in 15 ml acetone was added 868.7 mg (3.304 mmol) 4-(trifluoromethoxy)benzylbromide dropwise and heated under reflux for 1 d. The solvent was evaporated and to the residue was added ethyl acetate. The organic phase was washed with 1M aqueous HCl solution and water, dried over magnesium sulfate. The solvent was evaporated and the residue was subjected to silica gel chromatography (ethyl acetate/n-heptane 1:2) to yield 552 mg (1.779 mmol) 1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethanone.

Fuente