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Method for preparing chiral 3,3,5-trimethylcyclohexanone

A technology of trimethylcyclohexanone and chirality, which is applied in the field of preparation of chiral 3,3,5-trimethylcyclohexanone, which can solve problems such as complex procedures, inability to obtain chiral TMCH, and difficulty in purification

Active Publication Date: 2017-03-22
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, 3,3,5-trimethylcyclohexanone (TMCH) is mainly obtained by the hydrogenation reaction of isophorone (IP), and the reaction product is racemate 3,3,5-trimethylcyclohexyl Ketones (a mixture of S-TMCH and R-TMCH), if pure S-TMCH or R-TMCH needs to be obtained, further separation and purification are required, the process is complicated and the purification is difficult, which also increases the cost
[0004] At present, although there have been many studies on the hydrogenation of isophorone (IP) to 3,3,5-trimethylcyclohexanone (TMCH), the reaction mechanism and reaction conditions are still not very clear, so it is impossible to obtain A good way to prepare chiral TMCH

Method used

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  • Method for preparing chiral 3,3,5-trimethylcyclohexanone
  • Method for preparing chiral 3,3,5-trimethylcyclohexanone
  • Method for preparing chiral 3,3,5-trimethylcyclohexanone

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preparation example Construction

[0020] Preparation of CA-1: Mix palladium acetate, PEG400, and ethanol, and sonicate for 50 minutes to obtain a PEG400-stabilized nano-Pd catalyst. Will Al 2 o 3 The carrier (pseudoboehmite was roasted at 500°C for 4h) was added to the PEG400-stabilized nano-Pd catalyst, stirred for 20min, mixed evenly and sealed for storage. The prepared catalyst and S-proline are not ground, and are directly added into the autoclave during the reaction. This reaction system is recorded as: Pd-Al 2 o 3 +Pro.

[0021] Preparation of CA-2: Mix palladium acetate, PEG400, and ethanol, and sonicate for 50 minutes to obtain a PEG400-stabilized nano-Pd catalyst. Will Al 2 o 3 Carrier (calcined at 500°C for 4h) and S-proline were ground in a mortar for 20min, mixed with PEG400-stabilized nano-Pd catalyst, stirred for 20min, and mixed evenly. This reaction system is recorded as: Pro-Al 2 o 3 -Pd.

[0022] Preparation of CA-3: Mix palladium acetate, PEG400, and ethanol, and sonicate for 50 m...

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Abstract

The invention relates to a method for preparing chiral 3,3,5-trimethylcyclohexanone. The method comprises the steps of directly adding IP, a PEG stabilized nano Pd catalyst, a roasted Al2O3 carrier and S-proline into a solvent, and carrying out a reaction with hydrogen gas, thereby obtaining the chiral 3,3,5-trimethylcyclohexanone.

Description

technical field [0001] The invention relates to a preparation method of chiral 3,3,5-trimethylcyclohexanone. Background technique [0002] Due to the specific biological activity and excellent properties of chiral compounds, the synthesis of single chiral compounds has become an important field for the rapid development of the fine chemical industry in the past ten years. [0003] 3,3,5-Trimethylcyclohexanone (TMCH) is an excellent solvent for coatings such as resins, paints, and varnishes, and its chiral enantiomers (S-TMCH and R-TMCH ) are important intermediates for pharmaceuticals and fragrances . At present, 3,3,5-trimethylcyclohexanone (TMCH) is mainly obtained by the hydrogenation reaction of isophorone (IP), and the reaction product is racemate 3,3,5-trimethylcyclohexyl For ketones (a mixture of S-TMCH and R-TMCH), if pure S-TMCH or R-TMCH needs to be obtained, further separation and purification are required. The process is complicated and the purification is diff...

Claims

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Application Information

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IPC IPC(8): C07C45/62C07C49/403B01J31/28
CPCC07C45/62B01J31/28C07B2200/07B01J2231/645C07C49/403
Inventor 王芳珠杨露露李德军朱晓刘晨光柴永明
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)