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Method of liquid phase catalyzing oxihalogenated foluene to halogenated benzaldehyde

A technology of halogenated benzaldehyde and halogenated toluene, applied in the field of synthesis of aldehydes and ketones, can solve the problem of only 13.4%

Active Publication Date: 2006-01-25
YUNNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But, the transformation efficiency of p-chlorotoluene is only 13.4%, and the selectivity of p-chlorobenzaldehyde has only 64.0%, also has 3-methyl-6-chlorophenol, 2-methyl-5-chlorophenol, hydroxychlorobenzyl Alcohol and hydroxychlorobenzaldehyde and other substances are produced

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Weigh 0.1mol p-chlorotoluene, 0.001mol mesoporous Co / TiO 2 Add the catalyst and 4mol of acetic acid into a 250ml three-necked flask, heat the reaction temperature to 80°C, stir and slowly add 0.2mol of H 2 o 2 , After 10 hours of reaction, stop the reaction, filter and separate. The sample was analyzed by a gas spectrometer, and the results were: the conversion rate of p-chlorotoluene was 48.9%, the selectivity of p-chlorobenzaldehyde was 99.1%, and the selectivity of p-chlorobenzoic acid was 0.9%.

Embodiment 2

[0019] Weigh 0.1mol p-chlorotoluene, 0.001mol mesoporous Co / TiO 2 Add the catalyst and 4mol of acetic acid into a 250ml three-necked flask, heat the reaction temperature to 100°C, stir and slowly add 0.2mol of H 2 o 2 , After 10 hours of reaction, stop the reaction, filter and separate. The sample was analyzed by a gas spectrometer, and the results were: the conversion rate of p-chlorotoluene was 45.2%, the selectivity of p-chlorobenzaldehyde was 92.1%, and the selectivity of p-chlorobenzoic acid was 7.9%.

Embodiment 3

[0021] Weigh 0.1 mol of p-chlorotoluene and 0.001 mol of nano-Co / TiO in sequence 2 Add the catalyst and 4mol of acetic acid into a 250ml three-necked flask, heat the reaction temperature to 80°C, stir and slowly add 0.2mol of H 2 o 2 , After 10 hours of reaction, stop the reaction, filter and separate. The sample was analyzed by a gas spectrometer, and the results were: the conversion rate of p-chlorotoluene was 3.9%, the selectivity of p-chlorobenzaldehyde was 100%, and the selectivity of p-chlorobenzoic acid was 0.0%.

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PUM

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Abstract

The invention relates to a process for synthesizing compounds of aldehydes and ketones, especially halogenated benzaldehyde, which comprises using mesoporous material as heterogeneous catalyst, transforming halogenated toluene into halogenated benzaldehyde through catalytic oxidation under low-temperature liquid phase. Experimental result shows that, the conversion rate of chloro- and bromo- toluene and selectivity of halogenated benzaldehyde are both high.

Description

technical field [0001] The invention relates to a synthesis method of aldehyde and ketone compounds, in particular to a synthesis method of halogenated benzaldehyde. Background technique [0002] As we all know, aldehydes and ketones play a very important role in organic synthesis, and there are various synthetic methods. In industry, the oxidation method is an important method to prepare aldehydes and ketones, mainly through the use of high-priced metal oxides such as CrO 3 , active MnO 2 etc., and metal salts such as Co(OAc) 3 、Ag 2 CO 3 etc., as an oxidant to oxidize the substrate to obtain the desired aldehydes and ketones. [0003] Halogenated benzaldehyde is a class of important synthetic intermediates, among which p-chlorobenzaldehyde can be used as an intermediate in the synthesis of medicines, dyes, photosensitizers and pesticides. For example: in the dye industry, p-chlorobenzaldehyde is used as an intermediate of triphenylmethane-...

Claims

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Application Information

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IPC IPC(8): C07C47/55C07C45/30C07C45/27
Inventor 王家强方华李应杨泽会
Owner YUNNAN UNIV
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