ChemicalBook CAS DataBase List 1,3,3,5,5-PENTAMETHYLCYCLOHEXANOL

1,3,3,5,5-PENTAMETHYLCYCLOHEXANOL synthesis

5synthesis methods

Product Name:1,3,3,5,5-PENTAMETHYLCYCLOHEXANOL
CAS Number:38490-33-4
Molecular formula:C11H22O
Molecular Weight:170.29

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676-58-4 Synthesis

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Yield:38490-33-4 85%

Reaction Conditions:

in tetrahydrofuran at 5 - 15;

Steps:

2

Example 2 [00231] A mixture of 153 g 3,3,5,5-tetramethylcyclohexanone as obtained in Example 1 and 153 g tetrahydrofurane is dropped to a stirred mixture of 93 g methylmagnesium chloride and 372 g tetrahydrofurane. The dropping rate is selected such that the temperature of the mixture can be kept between 5 and 15 ⁰C. After the addition is terminated, the mixture is stirred for 60 minutes. Subsequently, diluted hydrochloric acid is added to decompose an excess of methylmagnesium chloride, and to decompose basic magnesium compounds. The mixture is extracted twice with petroleum ether. The extracts are combined and the solvent is distilled off. The crude yield of 1-hydroxy-1 ,3,3,5,5-pentamethylcyclohexane is quantitative (170 g). The content of target compound in the crude product is about 95 % by weight as determined by gas-liquid chromatography.

References:

WO2011/538,2011,A1 Location in patent:Page/Page column 38; 39

917-64-6 Synthesis