Reacción #40336

Ecuación de reacción

trimethylchlorosilane

4-phenylcyclohexanone

sodium iodide

triethylamine

→

Trimethyl-(4-phenyl-cyclohex-1-enyloxy)-silane

Rendimiento 73.0%

Disolventes

pentane

hexane

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added
2. 2
   ExtracciónThe aqueous phase is extracted with hexane
3. 3
   LavadoThe combined organic phases are washed with ice water
4. 4
   Secadodried over sodium sulphate
5. 5
   Otrothe solvent is removed in a vacuum

Procedimiento

sodium iodide (12.4 mmol) dissolved in acetonitrile (12.4 ml), is added dropwise at room temperature to a solution of 4-phenylcyclohexanone (10 mmol) in hexane (10 ml), followed by triethylamine (12.4 mmol) and trimethylchlorosilane (12.4 mmol). After stirring for two hours cold pentane and ice water are added. The aqueous phase is extracted with hexane. The combined organic phases are washed with ice water, dried over sodium sulphate and the solvent is removed in a vacuum. Trimethyl-(4-phenyl-cyclohex-1-enyloxy)-silane (1.8 g) is obtained in pure form in a yield of 73% (Tetrahedron 1987, 43, 9, 2075-2088): tR 2.29 min (LC-2); ESI-MS (+): m/z 247.27 [M+H]+.

Fuente