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Application of ordered mesoporous carbon material-loaded platinum catalyst in alpha-keto ester asymmetrical catalytic hydrogenation reaction

A technology for catalyzing hydrogenation reaction and platinum catalyst, which is used in asymmetric synthesis, preparation of organic compounds, catalysts for physical/chemical processes, etc. It can solve the problems of rare application of ordered mesoporous carbon materials and achieve excellent catalytic performance. , not easy to run off, the effect of large pore volume

Inactive Publication Date: 2011-06-15
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] So far, there are few reports on the application of ordered mesoporous carbon materials in the field of catalysis, and there are no related reports on the research on heterogeneous asymmetric catalytic hydrogenation reactions.

Method used

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  • Application of ordered mesoporous carbon material-loaded platinum catalyst in alpha-keto ester asymmetrical catalytic hydrogenation reaction
  • Application of ordered mesoporous carbon material-loaded platinum catalyst in alpha-keto ester asymmetrical catalytic hydrogenation reaction
  • Application of ordered mesoporous carbon material-loaded platinum catalyst in alpha-keto ester asymmetrical catalytic hydrogenation reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1 Preparation of ordered mesoporous carbon material

[0036] According to the Journal of the American Chemical Society 127 (2005) 7601, the ordered mesoporous carbon material CMK-8 was synthesized. It includes the following steps:

[0037] a. Under 308K, add 4.0g P123 (its molecular formula is EO 20 PO 70 EO 20 , The average molecular weight is 5800) was dissolved in a mixture of 144g deionized water and 7.9g of hydrochloric acid with a mass fraction of 35%. After stirring to obtain a clear solution, add 4.0g of n-butanol one-time dropwise; after stirring for 1 hour, immediately add to the above mixture Add 8.6g ethyl orthosilicate dropwise at one time, stir at 308K for 24 hours, then age the mixture at 373K for 24 hours; filter while hot without washing, dry and calcinate in a horse boiling furnace at 823K for 5-6 hours to obtain ordered mesopores Silicon material KIT-6;

[0038] b. Weigh 1.25g sucrose, 0.14g concentrated sulfuric acid, 5g deionized water and mix se...

Embodiment 2

[0040] Example 2 Preparation of ordered mesoporous carbon material supported platinum catalyst

[0041] a. Using the ordered mesoporous carbon material CMK-8 obtained in Example 1 as the carrier, drip an aqueous solution of chloroplatinic acid into the carrier. The weight ratio of the metallic platinum to the carrier is 1:19. After stirring for 4 hours, it will be evaporated to dryness. The solvent is then dried in an oven at 373K for 12 hours to obtain an ordered mesoporous carbon material supported platinum catalyst precursor;

[0042] b. Reflux the catalyst precursor obtained above in a 368K sodium formate aqueous solution for 2 hours to obtain a reduced catalyst, wherein the molar ratio of sodium formate to the platinum content in the catalyst precursor is 10:1;

[0043] c. The reduced catalyst is filtered and washed with a large amount of deionized water, and dried at 373K for 12 hours to obtain an ordered mesoporous carbon material supported platinum catalyst.

[0044] The catal...

Embodiment 3

[0045] Example 3 Preparation of ordered mesoporous carbon material supported platinum catalyst

[0046] a. Using the ordered mesoporous carbon material CMK-8 obtained in Example 1 as the carrier, add dropwise an ethanol solution of chloroplatinic acid to the carrier. The weight ratio of metallic platinum to the carrier is 1:19. After stirring for 4 hours, it is evaporated Dry the solvent and then dry it in an oven at 373K for 12 hours to obtain an ordered mesoporous carbon material supported platinum catalyst precursor;

[0047] b. Reflux the catalyst precursor obtained above in a 368K sodium formate aqueous solution for 2 hours to obtain a reduced catalyst, wherein the molar ratio of sodium formate to platinum content in the catalyst precursor is 10:1;

[0048] c. The reduced catalyst is filtered and washed with a large amount of deionized water, and dried at 373K for 12 hours to obtain an ordered mesoporous carbon material supported platinum catalyst.

[0049] The catalyst number is...

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Abstract

The invention provides application of an ordered mesoporous carbon material-loaded platinum catalyst in an alpha-keto ester asymmetrical catalytic hydrogenation reaction. The ordered mesoporous carbon material-loaded platinum catalyst is subjected to pretreatment at the atmosphere of hydrogen; and then the pre-treated ordered mesoporous carbon material-loaded platinum catalyst, golden pheasant alkaloid, solvent and alpha-keto ester are subjected to an asymmetrical catalytic hydrogenation reaction in a reaction kettle by a virtue of introducing hydrogen under the condition of electromagnetic stirring. In the invention, the ordered mesoporous carbon material-loaded platinum catalyst is subjected to chirality modification with cinchonidine or cinchonine, so as to represent an excellent catalytic property in the alpha-keto ester asymmetrical catalytic hydrogenation reaction.

Description

Technical field [0001] The invention relates to the application field of chemical catalytic materials, in particular to the application of an ordered mesoporous carbon material-supported platinum catalyst in the asymmetric catalytic hydrogenation reaction of α-ketoesters. Background technique [0002] The asymmetric hydrogenation reaction of latent carbonyl compounds can generate chiral alcohol compounds, which have a wide range of applications in the synthesis of fine chemicals such as medicines, pesticides, perfumes, and food additives. The racemate is synthesized by the general chemical synthesis method, and tedious chemical resolution is required. The use of heterogeneous asymmetric catalysis to achieve chiral catalytic synthesis is a new and important development in the field of catalysis and organic synthesis in recent years. It has many advantages such as chiral value-added, high optical selectivity, economy and ease of industrialization. [0003] The platinum catalyst chir...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/68C07C67/30C07C69/732C07B53/00B01J23/42
Inventor 李晓红李博李凯翔吴鹏
Owner EAST CHINA NORMAL UNIV
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