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Method for preparing acetophenone by bionic catalytic oxidation of ethylbenzene

A technology for biomimetic catalysis of ethylbenzene and acetophenone, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of low product selectivity and low conversion rate of raw materials, and achieve economical efficiency. Excellent, simple reaction operation, high selectivity effect

Active Publication Date: 2015-05-20
HUIZHOU RES INST OF SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, it can be seen that the direct oxygen oxidation of ethylbenzene catalyzed by metalloporphyrins has problems such as low conversion rate of raw materials and low product selectivity.

Method used

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  • Method for preparing acetophenone by bionic catalytic oxidation of ethylbenzene
  • Method for preparing acetophenone by bionic catalytic oxidation of ethylbenzene
  • Method for preparing acetophenone by bionic catalytic oxidation of ethylbenzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In the autoclave, add 10mL containing 1ppm and have general formula (I) structure metallophthalocyanine (M 1 =Fe, R=H) in toluene solution, add 8mmol of ethylbenzene and 8mmol of cyclohexene, fill with 0.2MPa of oxygen, stir and react at a temperature of 150°C, and detect by gas chromatography, the conversion rate of ethylbenzene is 34%, and the selectivity of acetophenone is 86%.

Embodiment 2

[0025] In the autoclave, add 10mL containing 100ppm and have general formula (I) structure metallophthalocyanine (M 1 =Cu, R=COOH) in dichloromethane solution, add 8mmol of ethylbenzene and 0.4mmol of 2-methylcyclohexene, fill with 3MPa of oxygen, stir the reaction at a temperature of 50°C, and perform gas chromatography Detection shows that the conversion rate of ethylbenzene is 24%, and the selectivity of acetophenone is 92%.

Embodiment 3

[0027] In the autoclave, add 10mL containing 500ppm and have general formula (II) structure metalloporphyrin (M 2 =Mn,X=H,R 2 =Cl,R 1 = R 3 = R 4 = R 5 =H) ethyl acetate solution, add 8mmol of ethylbenzene and 16mmol of 3-methylcyclohexene, fill with 2MPa of oxygen, stir and react at a temperature of 120°C, and detect through gas chromatography, ethylbenzene conversion The yield was 44%, and the selectivity of acetophenone was 90%.

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Abstract

The invention discloses a method for preparing acetophenone by bionic catalytic oxidation of ethylbenzene, which comprises the following steps: by using ethylbenzene as a raw material, metal phthalocyanine or metalloporphyrin compound as a catalyst and oxygen gas as an oxygen source, adding certain amounts of solvent and hydrogen carrier, and carrying out catalytic oxidation reaction at 50-150 DEG C under the reaction pressure of 0.2-2.0 MPa to obtain the acetophenone. The method has the advantages of mild reaction conditions, favorable catalytic effect, high acetophenone selectivity, simple technique and the like.

Description

technical field [0001] The invention relates to a method for preparing acetophenone, in particular to a method for preparing acetophenone by biomimetic catalyzing the oxidation of ethylbenzene. Background technique [0002] Acetophenone (BP) is widely used as an intermediate in the manufacture of drugs, resins, flavorings, and tear gas, as well as in the manufacture of sleeping pills. Used in the synthesis of mandelic acid; α-phenylindole; ibuprofen, etc., and also used as a plasticizer for plastics. [0003] At present, the synthesis methods of acetophenone mainly include Friedel-Crafts acylation method and direct oxidation of ethylbenzene. The Friedel-Crafts acylation method refers to the reaction of acid anhydride, acetyl chloride and active aromatic compounds to obtain aryl ketones in the presence of anhydrous aluminum trichloride. Although the yield of acetophenone is very high in this method, the consumption of catalyst is large, the reaction device is corroded, a la...

Claims

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Application Information

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IPC IPC(8): C07C49/78C07C45/36B01J31/22
CPCB01J31/2217B01J2231/70B01J2531/0213B01J2531/16B01J2531/22B01J2531/72B01J2531/821B01J2531/842B01J2531/845C07C45/36C07C49/78
Inventor 纪红兵蒋军周贤太
Owner HUIZHOU RES INST OF SUN YAT SEN UNIV
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