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Chiral 3,3,5-trimethylcyclohexanone (TMCH) preparation method

A technology of trimethylcyclohexanone and chirality, which is applied in the field of preparation of chiral 3,3,5-trimethylcyclohexanone, and can solve problems such as the research on the reaction mechanism is not very clear

Active Publication Date: 2017-03-29
CHINA UNIV OF PETROLEUM (EAST CHINA)
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Problems solved by technology

[0004] There are some research reports on the kinetic resolution of the racemate 3,3,5-trimethylcyclohexanone (TMCH), but the research on the reaction mechanism is not very clear

Method used

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  • Chiral 3,3,5-trimethylcyclohexanone (TMCH) preparation method
  • Chiral 3,3,5-trimethylcyclohexanone (TMCH) preparation method
  • Chiral 3,3,5-trimethylcyclohexanone (TMCH) preparation method

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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 discloses a catalyst and a preparation method for preparing chiral 3,3,5-trimethylcyclohexanone (TMCH), wherein the preparation method comprises that a racemate 3,3,5-trimethylcyclohexanone is directly added to a solvent in the presence of a catalyst and reacts with hydrogen gas to obtain the product, wherein the catalyst comprises a PEG-stabilized nanometer Pd catalyst, a calcined Al2O3 carrier, and S-proline.

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, TMCH is mainly obtained by the selective hydrogenation reaction of the C=C double bond of isophorone (IP), but the resulting reaction product TMCH is a mixture of S-TMCH and R-TMCH—racemate TMCH. The chiral TMCH of TMCH is difficult to realize by physical methods. At present, most of the research is the method of hydrogenation kinetic resolution. [0004] There a...

Claims

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Application Information

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IPC IPC(8): C07C45/85C07C49/403B01J31/26
CPCB01J31/04B01J31/26C07B57/00C07B2200/07C07C45/85C07C49/403
Inventor 王芳珠杨露露皮存学刘晨光柴永明
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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