Réaction #40310

Équation de réaction

methyl iodide

potassium hydride

2-methylcyclohexanone

Triethylborane

→

title compound

2,2-dimethyl-cyclohexanone

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture is stirred for 16 hours at room temperature
2. 2
   workup.WAITis continued for another 8 hours
3. 3
   Autrethe reaction is then quenched with saturated aqueous ammonium chloride solution
4. 4
   Extractiontwice extracted with diethyl ether
5. 5
   SéchageThe combined organic phases are dried over sodium sulphate
6. 6
   Concentrationconcentrated to dryness in a vacuum

Mode opératoire

A suspension of potassium hydride (5.5 mmol) and 2-methylcyclohexanone (5 mmol) in dry tetrahydrofuran (10 ml) is stirred for 30 mins at room temperature. Triethylborane (6.25 mmol) is slowly added dropwise and the mixture is stirred for 16 hours at room temperature. After addition of methyl iodide stirring is continued for another 8 hours, the reaction is then quenched with saturated aqueous ammonium chloride solution and twice extracted with diethyl ether. The combined organic phases are dried over sodium sulphate and concentrated to dryness in a vacuum and produce the title compound, which can be reacted without [without] purification (JACS 1985, 107, 19, 5391-5396).

Source