Method for preparing aldehyde ketone through alcohol oxidation

An alcohol oxidation, aldehyde and ketone technology, applied in the preparation of carbon-based compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve problems such as a large number of wastes

Inactive Publication Date: 2017-05-17
YANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in these methods, it is often necessary to use chemical oxidants and solvents, and generate a large amount of waste

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Add 200 g of 2-butanol (2700 mmol), 15.3 mg of phenylselenous acid (0.081 mmol, 0.003 mol % of alcohol), 32.7 mg of ferric nitrate nonahydrate (0.081 mmol, 0.003 mol %), 13.7 mg manganese sulfate monohydrate (0.081 mmol, 0.003 mol % of alcohol), stirred under heating at 60°C for 12 hours. The reaction solution gradually turned yellow and was separated by distillation to obtain 179 grams of 2-butanone with a yield of 92%.

Embodiment 2

[0016] Other conditions are the same as in Example 1, and the reactions under different catalyst consumptions are checked, and the experimental results are shown in Table 1.

[0017] Table 1 Test of different catalyst dosage

[0018] Numbering Catalyst (molar dosage) 2-Butanone Yield 1 none 0 2 Benzene selenite (0.003%) 0 3 Ferric benzene nitrate (0.003%) 0 4 Manganese benzene sulfate (0.003%) 0 5 Benzene selenite (0.003%) + ferric nitrate (0.003%) 0 6 Benzene selenite (0.003%) + manganese sulfate (0.003%) 0 7 Ferric nitrate (0.003%) + manganese sulfate (0.003%) 0 8 Benzene selenite (0.003%) + ferric nitrate (0.003%) + manganese sulfate (0.003%) 92 (Example 1) 9 Benzene selenite (0.001%) + ferric nitrate (0.001%) + manganese sulfate (0.001%) 67 10 Benzene selenite (0.002%) + ferric nitrate (0.002%) + manganese sulfate (0.002%) 75 11 Benzene selenite (0.004%) + ferric nitrate (0.004%) + mang...

Embodiment 3

[0021] 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.

[0022] Table 2 Test of different reaction temperatures

[0023] temperature / ℃ 40 50 60 70 80 Yield / % 72 84 92 85 81

[0024] It can be known from the above results that the reaction temperature is preferably 60°C (as in Example 1).

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PUM

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Abstract

The invention discloses a method for preparing aldehyde ketone through alcohol oxidation, and relates to the technical field of alcohol oxidation for synthesizing the aldehyde ketone. According to the method, a benzeneseleninic acid/ferric nitrate/manganous sulfate mixture is used as a catalyst, and air is used as an oxidant; then alcohol is oxidized under a mild condition. A substrate is wide in source, including fatty alcohol, aromatic alcohol, primary alcohol and secondary alcohol which can be all oxidized into relevant aldehyde ketone. Compared with a conventional synthesis method, the method has the advantages that no equivalent chemical oxidant and no solvent are needed; no harmful wastes are produced; furthermore, the use amount of the catalyst is extremely low; the method is simple, easy to operate, and particularly suitable for medicine synthesis and production of fine chemical intermediates.

Description

technical field [0001] The invention relates to the technical field of synthesizing aldehydes and ketones by oxidation of alcohols. Background technique [0002] Aldehydes and ketones are important chemical raw materials and are widely used in the fields of medicinal chemistry, pesticide chemistry and material chemistry. Since alcohol is easier to obtain, it is of good practical value to develop a method for synthesizing aldehydes and ketones by oxidation of alcohols. At present, a large number of literatures have reported the method of preparing aldehydes and ketones by oxidation of alcohols. However, in these methods, chemical oxidants and solvents are often required, and a large amount of waste is generated. It is of good practical value to develop a method for air oxidation of alcohols under solvent-free conditions. Contents of the invention [0003] The object of the present invention is to provide a method for preparing aldehydes and ketones by oxidation of alcoho...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/39C07C49/10C07C49/08C07C49/403C07C49/395C07C45/38C07C47/02C07C47/54C07C47/228C07C49/78C07C49/76B01J31/32
CPCC07C45/39B01J27/053B01J27/25B01J31/0275B01J31/32B01J35/0006C07C45/38C07C49/10C07C49/08C07C49/403C07C49/395C07C47/02C07C47/54C07C47/228C07C49/78C07C49/76
Inventor 俞磊吴于冰张旭范昕
Owner YANGZHOU UNIV
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