Reacción #40310

Ecuación de reacción

methyl iodide

potassium hydride

2-methylcyclohexanone

Triethylborane

→

title compound

2,2-dimethyl-cyclohexanone

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente