ChemicalBook CAS DataBase List 2-Methylcyclohexanone

2-Methylcyclohexanone synthesis

13synthesis methods

Product Name:2-Methylcyclohexanone
CAS Number:583-60-8
Molecular formula:C7H12O
Molecular Weight:112.17

2-Methylcyclohexanone is manufactured by the catalytic hydrogenation of o-cresol or by the dehydrogenation of o-methylcyclohexanol. Methylcyclohexanones are used in small amounts as general purpose solvents for cellulose-based finishes and coatings.

74-88-4
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583-60-8
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Yield:583-60-8 95%

Reaction Conditions:

Stage #1:cyclohexanone with bis(trimethylsilyl)amidomagnesium chloride lithium chloride complex at 0; for 0.0833333 h;
Stage #2:methyl iodide

Steps:

The preparation of the bis(trimethylsilyl) amide 33 can be achieved by reacting bis(trimethylsilyl)amine with i-PrMgCl·LiCl at room temperature (see Scheme 5). This base can efficiently be used to deprotonate ketones like e.g. cyclohexanone as can be seen from Scheme 5.

References:

Ludwig-Maximilians-Universität München EP1810974, 2007, A1 Location in patent:Page/Page column 6