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Method for preparing 3,4-dimethyl benzaldehyde by efficiently catalyzing pseudocumene

A high-efficiency technology for catalyzing trimethylene and dimethylbenzaldehyde, applied in the field of catalytic chemistry, can solve the problems of no greenness, environmental protection, etc., and achieve the effects of high activity and selectivity, low production cost, and mild reaction conditions

Inactive Publication Date: 2019-08-13
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] At present, there is no green, environmentally friendly, catalytic oxidation of trimethylbenzene to generate 3,4-dimethylbenzaldehyde.

Method used

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  • Method for preparing 3,4-dimethyl benzaldehyde by efficiently catalyzing pseudocumene
  • Method for preparing 3,4-dimethyl benzaldehyde by efficiently catalyzing pseudocumene
  • Method for preparing 3,4-dimethyl benzaldehyde by efficiently catalyzing pseudocumene

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Put 360g of trimethylbenzene, 0.1~5.0mol% of Fe as the center metal Anderson type polyoxometalate, 2.0~6.0equiv of hydrogen peroxide, and 2.0~6.0L of solvent acetonitrile into the dry reaction tube, and react The tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of heat preservation, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The result of GC-MS was that the conversion rate of the reaction substrate was 95%. After separation and purification, the NMR test was carried out, and it was proved to be 3,4-dimethylbenzaldehyde by the obtained hydrogen spectrum and carbon spectrum data.

Embodiment 2

[0026] 360g of trimethylbenzene, 0.1-5.0mol% of Al as the center metal Anderson type polyoxometalate, 2.0-6.0equiv of hydrogen peroxide, and 2.0-6.0L of solvent acetonitrile are put into the drying reaction tube, and the reaction The tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of heat preservation, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The GC-MS result showed that the conversion rate of the reaction substrate was 93%. After separation and purification, the NMR test was carried out, and it was proved to be 3,4-dimethylbenzaldehyde by the obtained hydrogen spectrum and carbon spectrum data.

Embodiment 3

[0028] 360g of mesitylene, 0.1 to 5.0 mol% of Cr as the Anderson type polyoxometalate of the central metal, 2.0 to 6.0 equiv of hydrogen peroxide, and 2.0 to 6.0 L of solvent acetonitrile are put into a dry reaction tube, and the reaction The tube was covered with a balloon, and the reaction temperature was controlled at 50-80°C. After 24 hours of heat preservation, the reaction was stopped, cooled to room temperature, and the sample was prepared for GC-MS detection. The result of GC-MS was that the conversion rate of the reaction substrate was 97%. After separation and purification, the NMR test was carried out, and it was proved to be 3,4-dimethylbenzaldehyde by the obtained hydrogen spectrum and carbon spectrum data.

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Abstract

The invention belongs to the technical field of polyoxometallate catalysts, and relates to a method for preparing 3,4-dimethyl benzaldehyde by catalytically oxidizing pseudocumene with a polyoxometallate (Keggin type, Dawson type, Silverton type, Waugh type, Lindquist type, Anderson type and the like) catalyst. The polyoxometallate is adopted as the catalyst, and placed in a reactor, then an organic solvent and the pseudocumene are added in sequence, finally an oxidizing agent is added, stirring and reacting are carried out for 12-48 hours at the temperature of 50 DEG C to 80 DEG C, separationis carried out, and the 3,4-dimethyl benzaldehyde is obtained. Compared with the prior art, the method is easy to operate and mild in condition, the method for preparing the 3,4-dimethyl benzaldehydehas atom economy and environmental friendliness, the conversion rate of the pseudocumene and the selectivity of the 3,4-dimethyl benzaldehyde are high, the catalyst has the advantages of being green,efficient, easy to recycle and the like, and application and popularization value is achieved.

Description

technical field [0001] The invention belongs to the technical field of catalytic chemistry, and in particular relates to a method for preparing 3,4-dimethylbenzaldehyde by using polyoxometalates to catalyze trimitylene with high efficiency. Background technique [0002] 3,4-Dimethylbenzaldehyde is a new type of fine chemical intermediate, which plays an important role in fine organic synthesis. It is mainly used in the synthesis of polyolefin transparent nucleating agent DMDBS [di(3,4-dimethyldibenzylidene) sorbitol], and it is also used as a raw material for medicine and daily chemicals, such as viscosity regulators and organic pollutants coagulant, curing agent for pharmaceuticals and cosmetics, etc. [0003] Gattermann-koch reaction has been improved in the US4622429 patents such as Blank, has proposed the method for di- or trialkyl-substituted benzaldehyde. Renner discloses another kind of method for formylation and alkylation of benzene in patent US4195040, which incl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/542C07C45/28
CPCC07C45/28C07C47/542Y02P20/584
Inventor 余焓刘杉杉赵启新
Owner SHANGHAI INST OF TECH
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