Réaction #40336

Équation de réaction

trimethylchlorosilane

4-phenylcyclohexanone

sodium iodide

triethylamine

→

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

Rendement 73.0%

Solvants

pentane

hexane

acetonitrile

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONare added
2. 2
   ExtractionThe aqueous phase is extracted with hexane
3. 3
   LavageThe combined organic phases are washed with ice water
4. 4
   Séchagedried over sodium sulphate
5. 5
   Autrethe solvent is removed in a vacuum

Mode opératoire

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]+.

Source