Réaction #40332

Équation de réaction

ammonium chloride

methylmagnesium bromide

3-methyl-4-phenylcyclohex-2-enone

Lithium chloride

→

title compound

3,3-dimethyl-4-phenyl-cyclohexanone

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   AutreAt 0° C
2. 2
   workup.STIRRINGby stirring
3. 3
   ExtractionThe mixture is extracted with diethyl ether

Mode opératoire

Lithium chloride (0.6 mmol) and copper iodide (0.3 mmol) are introduced first under argon in dry tetrahydrofuran (18 ml). At 0° C. 3-methyl-4-phenylcyclohex-2-enone (3 mmol) is added and stirring continues for another 10 min at this temperature. Then a solution of methylmagnesium bromide (3.6 mmol) is slowly added dropwise and the reaction mixture is maintained at 0° C. for 3 hours accompanied by stirring. The reaction is stopped by adding saturated aqueous ammonium chloride solution. The mixture is extracted with diethyl ether. The title compound is obtained from the combined organic phases after drying over sodium sulphate and evaporating-off of the solvent in a vacuum (J. Organom. Chem. 1995, 502, C5-C7): tR 2.36 min (LC-2); ESI-MS (+): m/z 203.35 [M+H]+.

Source