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Catalytic system for catalyzing and oxidizing alcohol to prepare aldehyde and ketone and method of preparing aldehyde and ketone

A catalytic system and a technology for oxidizing alcohols, applied in the fields of oxidative preparation of carbonyl compounds, chemical instruments and methods, and preparation of oxygenated compounds, etc., can solve the problems of difficult control of primary alcohols, expensive catalysts, deactivation of catalysts, etc., and achieve high The effect of selectivity, wide range of substrate application and high conversion rate

Inactive Publication Date: 2005-08-10
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the catalyst is expensive, commonly used metals are palladium (Pd), ruthenium (Ru) and other noble metals, and complex ligands are required
This type of catalyst has a better effect on active alcohols (such as benzyl alcohol), but is less active on aliphatic alcohols, and it is not easy to control aliphatic primary alcohols in the aldehyde step and will be further oxidized into acids; the catalyst activity is usually due to the reaction deactivated by water produced; heteroatoms (N, S, etc.) in the reaction substrate can poison the catalyst

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] In a 300 mL Teflon-lined autoclave, add 1.08 g benzyl alcohol (10 mmol), 15.6 mg TEMPO (0.1 mmol), 55.2 mg NaNO 2 (0.8mmol), 5mL dichloromethane containing 64mg bromine (0.4mmol), after diluting with another 5mL dichloromethane, seal the autoclave, fill the autoclave with oxygen until the pressure gauge is 0.5MPa, put the autoclave into the preheating to 100 in an oil bath for one hour. After lowering the temperature and carefully releasing the pressure, the organic phase was analyzed by gas chromatography (GC), the conversion rate was 100%, and the product selectivity was 100%.

Embodiment 2

[0038] In a 300 mL Teflon-lined autoclave, add 1.08 g benzyl alcohol (10 mmol), 15.6 mg TEMPO (0.1 mmol), 55.2 mg NaNO 2 (0.8mmol), 5mL dichloromethane containing 64mg bromine (0.4mmol), after diluting with another 5mL dichloromethane, seal the autoclave, fill with oxygen until the pressure gauge is 0.2MPa, put the autoclave into the preheating to 100 in an oil bath for one hour. After lowering the temperature and carefully releasing the pressure, the organic phase was analyzed by gas chromatography (GC), the conversion rate was 100%, and the product selectivity was 100%.

Embodiment 3

[0040] In a 300 mL Teflon-lined autoclave, add 1.08 g benzyl alcohol (10 mmol), 15.6 mg TEMPO (0.1 mmol), 55.2 mg NaNO 2 (0.8mmol), 5mL dichloromethane containing 64mg bromine (0.4mmol), after diluting with another 5mL dichloromethane, seal the autoclave, fill with oxygen until the pressure gauge is 0.2MPa, put the autoclave into the preheating to 90 in an oil bath for one hour. After lowering the temperature and carefully releasing the pressure, the organic phase was analyzed by gas chromatography (GC), the conversion rate was 100%, and the product selectivity was 100%.

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PUM

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Abstract

A catalyst system for preparing aldehyde and ketone by catalytic oxidization of alcohol is composed of the catalyst consisting of 2,2,6,6-tetramethylpiperidine-free oxygen radical, halogen and nitrite, and the oxidant. The process for preparing said aldehyde and ketone features the high-sensitivity oxidizing reaction between catalyst, alcohol and air or oxygen in pressure reactor.

Description

technical field [0001] The invention relates to a catalytic system for preparing aldehydes and ketones by catalyzing the oxidation of alcohols. [0002] The present invention also relates to a method for preparing aldehydes and ketones by catalytically oxidizing alcohols using the above catalytic system. Background technique [0003] The oxidation of alcohols to aldehydes and ketones is one of the most important functional group transformation reactions in organic chemistry and an important method for the industrial production of aldehydes and ketones. The traditional method for the synthesis of aldehydes and ketones is to use heavy metal inorganic oxidants, such as chromium trioxide (CrO 3 ), potassium dichromate (K 2 Cr 2 o 7 ), potassium permanganate (KMnO 4 ) etc., carry out the oxidation reaction of alcohol. Many countries have banned the use of these heavy metal oxidants on an industrial scale due to environmental pollution. Therefore, it is necessary to find an...

Claims

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Application Information

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IPC IPC(8): C07C27/00C07C45/29
Inventor 刘仁华胡信全董春燕梁鑫淼
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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