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A method for deoxime aldoxime or ketoxime

A technology of ketoxime and aldoxime, which is applied in the field of purification of aldehydes or ketones, can solve the problems of environmental protection and uneconomical, and achieve the effect of clean reaction

Active Publication Date: 2018-09-28
YANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the current deoxime technology for aldoxime or ketoxime requires the use of a large amount of metal or non-metallic chemical oxidants, halogenated or nitro solvents or additives, and expensive metal catalysts, so it is neither environmentally friendly nor economical.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Mix 1 mmol of benzaldehyde oxime, 0.025 mmol of dibenzyl diselenide, 0.45 mmol of hydrogen peroxide and 2 mL of petroleum ether, then place it in the air at 60 °C and heat it for 24 hours, and then separate it by column chromatography to obtain benzaldehyde in a yield of 88 %.

Embodiment 2

[0016] Embodiment 2: other conditions are the same as in embodiment 1, check the reaction of different organoselenium catalysts, and the experimental results are shown in Table 1.

[0017] Table 1 Inspection of different organoselenium catalysts

[0018] Numbering

[0019] It can be seen from the above results that benzyl selenite and dibenzyl diselenide as catalysts have special effects on this reaction, and other selenium catalysts have no obvious effect.

Embodiment 3

[0020] Example 3: Other conditions were the same as in Example 1, and the reaction of the mixed molar ratios of different organic selenium catalysts and oxime was examined. The experimental results are shown in Table 2.

[0021] Table 2 Test of the mixed molar ratio of different organoselenium catalysts and oxime

[0022] Mixing molar ratio of organoselenium catalyst to oxime

[0023] It can be seen from the above results that the mixing molar ratio of organoselenium catalyst to oxime is the best when the molar ratio is 2.5:100 (Example 1).

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PUM

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Abstract

The invention discloses a method for removal of oxime from aldoxime or ketoxime and relates to the technical field of purification of aldehydes or ketones. The method adopts organic selenium as a catalyst, hydrogen peroxide as an auxiliary agent and air as oxidant in a solvent to carry out an aldoxime or ketoxime reaction process only by heating so that a deoximation product such as aldehyde or ketone is obtained. The method utilizes a clean reaction process and is suitable for large-scale production.

Description

technical field [0001] The present invention relates to the technical field of purification of aldehydes or ketones. Background technique [0002] my country is rich in selenium resources, and the development of new applications of selenium resources is of great strategic significance to give full play to my country's resource advantages. Selenium is an essential trace element for the human body, has certain biological activity, and is widely used in the field of medicine. Selenium compounds have good catalytic activity and can catalyze a series of green synthesis reactions with industrial application value. [0003] The study found that the deoxime reaction is an important reaction in organic synthesis. Oximes are stable, therefore, oximation deoxime strategies can be used for the protection, identification and purification of aldehydes or ketones. While many oximes can be synthesized from non-carbonyl compounds (such as pyridone oxime), the deoxime reaction can provide ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/00C07C47/54C07C49/78C07C47/542C07C47/546C07C47/55C07C49/76C07C49/67C07C49/813C07C49/84C07C49/784C07C49/786C07C49/807C07C201/12C07C205/44C07C205/45C07D333/22
CPCC07C45/00C07C201/12C07D333/22C07C47/54C07C49/78C07C47/542C07C47/546C07C47/55C07C49/76C07C49/67C07C49/813C07C49/84C07C49/784C07C49/786C07C49/807C07C205/44C07C205/45
Inventor 俞磊张昊袁丹丹景崤壁
Owner YANGZHOU UNIV