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Method for removing oxime through catalysis of tellurium

A catalyst and oxidant technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as high cost, achieve high yield, safe operation, and reduce reaction costs.

Active Publication Date: 2018-06-22
YANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current common deoxime technology usually uses a large amount of chemical reagents, generates a large amount of solid waste, or uses explosive and dangerous strong oxidants, or uses chlorine or nitro-containing solvents or additives that are harmful to the environment, or uses expensive metal catalyst

Method used

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  • Method for removing oxime through catalysis of tellurium
  • Method for removing oxime through catalysis of tellurium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Add 1 mmol benzophenone oxime and 0.025 mmol diphenyl ditelluride into the reaction test tube, fill it with oxygen, connect it with an oxygen bulb, and heat at 60°C for 24 hours. The product benzophenone was separated by column chromatography with a yield of 92%.

[0016] The above reaction formula is as follows:

[0017]

Embodiment 2

[0019] Other conditions are the same as in Example 1, and the reactions under different solvents are checked, and the experimental results are shown in Table 1.

[0020] Table 1 Inspection of different solvents

[0021] Numbering

[0022] From the above results, it can be seen that the yield of the reaction is better in various solvents or without a solvent, and from the consideration of cost, safety and environmental protection, the condition of solvent-free is preferred.

Embodiment 3

[0024] Other conditions are the same as in Example 1, and the reactions at different temperatures are checked, and the experimental results are shown in Table 2.

[0025] The inspection of different reaction temperatures in table 2

[0026] Numbering

[0027] From the above results, it can be known that the reaction temperature is preferably 60°C.

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Abstract

The invention provides a method for removing oxime through catalysis of tellurium and relates to the technical field of oxime removal. According to the method provided by the invention, commercializeddiphenyl ditelluride ether is used as a catalyst; oxygen gas is used as an oxidant under a solvent-free condition and oxime is heated so that oxime can be removed to obtain a carbonyl compound; the catalyst also can be repeatedly utilized. The method is clean and environmentally friendly, low in cost and safe to operate, so that the method is an effective oxime removing method. According to the method provided by the invention, raw materials are selected from various aryl or alkyl substituted oxime. According to the method provided by the invention, reaction does not need a solvent so that the reaction cost can be reduced and a process is clean and environmentally friendly. The oxidant provided by the invention is the oxygen gas and can be used for sufficiently oxidizing a substrate, andthe yield is the highest.

Description

technical field [0001] The invention relates to the field of deoxime technology, in particular to the technology of catalyzing the deoxime reaction to prepare carbonyl compounds. Background technique [0002] Deoximation reaction is an important reaction in organic synthesis. Because oximes are relatively stable, the process of oximation-deoximation can be applied to the identification, purification and protection of carbonyl compounds. This strategy has been widely used as early as the last century, for example by E. J. Corey to erythromycin A ( erythronolide In the total synthesis of A). In addition, since oximes can be synthesized from non-carbonyl compounds, the deoxime reaction is also an effective method for the synthesis of various carbonyl compounds, for example, in the preparation of carvone from limonene ( carvone ) in the synthesis process, deoxime is a key step reaction. [0003] It can be seen from the above that the deoxime reaction has high application va...

Claims

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Application Information

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IPC IPC(8): C07C45/00C07C49/786C07C49/784C07C49/84C07C49/813C07C49/76C07C49/807C07C201/12C07C205/45
CPCC07C45/00C07C201/12C07C49/786C07C49/784C07C49/84C07C49/813C07C49/76C07C49/807C07C205/45
Inventor 俞磊邓鑫曹洪恩徐清
Owner YANGZHOU UNIV
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