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Process for preparing benzaldehyde by benzene oxidation and carbonylation

A technology of oxidative carbonylation and benzaldehyde, which is applied in the direction of oxidative preparation of carbonyl compounds, etc., can solve the problems of low selectivity and uneconomicalness of benzaldehyde, and achieve the effects of reducing production costs, reducing corrosion, and reducing requirements

Inactive Publication Date: 2005-03-16
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore this method has low selectivity to benzaldehyde, and uses precious metal palladium as catalyst, uneconomical

Method used

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] In 100mL autoclave, add reaction substrate toluene 20mL (0.239mol), trichloroacetic acid 0.024mol, cobalt acetate 2.04mmol, pyridine 0.025mol, the pressure of carbon monoxide is 12atm, the pressure of oxygen is 4atm, at the temperature of 130 ℃, Reaction 24h. The reaction liquid was analyzed by gas chromatography, and the yield of benzaldehyde was 37.3%.

Embodiment 2

[0015] Add reaction substrate toluene 20mL (0.239mol) in 100mL autoclave, trichloroacetic acid 0.034mol, cobalt acetate 2.04mmol, pyridine 0.011mol, the pressure of carbon monoxide is 12atm, and the pressure of oxygen is 4atm, under the temperature of 130 ℃, Reaction 24h. The reaction liquid was analyzed by gas chromatography, and the yield of benzaldehyde was 38.9%.

Embodiment 3

[0017] Add reaction substrate toluene 20mL (0.239mol) in 100mL autoclave, trichloroacetic acid 0.024mol, cobalt acetate 3.47mmol, pyridine 0.025mol, the pressure of carbon monoxide is 26atm, the pressure of oxygen is 8atm, at the temperature of 130 ℃, Reaction 36h. The reaction liquid was analyzed by gas chromatography, and the yield of benzaldehyde was 38.6%.

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PUM

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Abstract

The invention discloses a process for preparing benzaldehyde by benzene oxidation and carbonylation by using benzene as reaction raw material, cobalt acetate as catalyst, trichloroacetic acid as solvent, oxygen as oxidizing agentconducting oxidation carbonylation reaction at the presence of nitrogen-containing or phosphonium-containing ligand, wherein the pressure of oxygen is 4-15 atm, the pressure of carbon monoxide is 8-40 atm, the reaction temperature is 50-150 deg. C, the reaction time is 10-72 hrs.

Description

technical field [0001] The invention relates to a method for preparing benzaldehyde by oxidative carbonylation of benzene. Background technique [0002] Benzene is difficult to activate, so the selective conversion of benzene into useful compounds is of great significance. One of the target products is the selective conversion of benzene into benzaldehyde, but due to the difficulty of selectivity control in the reaction process, the implementation of this process is difficult. [0003] According to literature reports, to realize the selective oxidative carbonylation of benzene to produce benzaldehyde has the following approaches: [0004] One of the routes is realized by the electrophilic attack on the C-H bond on the benzene ring in the environment of superacid. The literature report of this route has N.Yoneda, Y.Takahashi, F.Fukuhara, A.Suzuki, Bull.Chem.Soc.Jpn.59 (1986) 2819; N.Yoneda, T.Fukuhara, Y.Takahashi, A. Suzuki, Chem.Lett.(1983) 17; I.Akhrem, A.Orlinkov, L.Af...

Claims

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Application Information

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IPC IPC(8): C07C45/28C07C47/54
Inventor 赵卫娟卓广澜姜玄珍
Owner ZHEJIANG UNIV
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