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Preparation method of benzaldehyde

A technology of benzaldehyde and cinnamaldehyde, applied in the direction of ozonolysis preparation, chemical instruments and methods, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of strict control of reaction temperature, reduction of natural degree of benzaldehyde, ozone Problems such as low utilization rate, to achieve the effect of low equipment requirements, high naturalness, and easy control

Inactive Publication Date: 2008-08-27
SUN YAT SEN UNIV
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Problems solved by technology

But its main disadvantages are: the reaction process is complex, the reaction conditions are harsh, for example, the reaction system must ensure anhydrous, and the reaction temperature needs to be strictly controlled, etc.
Therefore, the ozonation method requires high reaction equipment, the utilization rate of ozone is not high, and the natural degree of benzaldehyde is reduced due to the strong oxidizing property of ozone.

Method used

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  • Preparation method of benzaldehyde
  • Preparation method of benzaldehyde
  • Preparation method of benzaldehyde

Examples

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Effect test

Embodiment 1

[0020] Contains 2 x 10 in 5 mL -5 Four-(ortho-nitrophenyl) manganese porphyrin catalyst of mol / L (i.e. R in the general formula (I) 1 = NO 2 , R 2 = H, M 1 =Mn) in the benzene solution, add the cinnamaldehyde of 1mmol and the isobutyraldehyde of 1mmol, pass into the oxygen of 0.2MPa, at 30 ℃ with the stirrer speed of 600 revs / min after stirring the reactant for 12 hours, through gas chromatography analysis, The conversion rate of cinnamaldehyde was 65%, and the yield of benzaldehyde was 30%. The reaction only needs to be carried out in a temperature-controlled reactor, while the ozonation method requires an ozone generator and a bubbling reactor, and after the ozonation is completed, it is necessary to add thiourea aqueous solution to reduce the ozonated intermediate. quite complicated.

Embodiment 2

[0022] Contains 2 x 10 in 5 mL -4 The four-(p-chlorophenyl) iron porphyrin catalyst of mol / L (being R in the general formula (I) 1 = H, R 2 =Cl,M 1 =Fe) in the toluene solution, add 1mmol of cinnamaldehyde and 3mmol of isobutyraldehyde, feed the oxygen of 0.5MPa, stir the reactant at 60°C with a stirring speed of 600 rev / min for 6 hours, analyze by gas chromatography, The conversion rate of cinnamaldehyde was 75%, and the yield of benzaldehyde was 40%.

Embodiment 3

[0024] Contains 2 x 10 in 5 mL -3 The four-(ortho-methylphenyl) cobalt porphyrin catalyst of mol / L (being R in the general formula (I) 1 =CH 3 , R 2 = H, M 1 =Co) in the acetonitrile solution, add 1mmol of cinnamaldehyde and 5mmol of isobutyraldehyde, feed 1.0MPa of oxygen, stir the reactant at 60°C with a stirring speed of 600 rev / min for 4 hours, analyze by gas chromatography, The conversion rate of cinnamaldehyde was 80%, and the yield of benzaldehyde was 52%.

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Abstract

The invention discloses a preparation method of benzaldehyde, which uses cinnamaldehyde or cinnamon oil as raw material, dissolves the materials in organic solvent and uses metalloporphyrin compound as catalyst, adds oxidant, controls the reaction temperature at 20-100DEG, and reacts for 2-12h to obtain benzaldehyde. The preparation method of benzaldehyde has the advantages of mild reaction conditions, low catalyst consumption, better catalysis effect, simple process, high product yield and better selectivity.

Description

technical field [0001] The invention relates to the preparation technology of benzaldehyde. Background technique [0002] Natural benzaldehyde has been widely used in food, health products, pharmaceuticals and other industrial fields. Its traditional production method is to use amygdalin-containing nuts as raw materials, and it is obtained through fermentation, hydrolysis, and alkali washing. However, due to the Hydrocyanic acid, a highly toxic by-product produced in the hydrolysis process, must be removed, resulting in a complex preparation process and high cost. [0003] my country has abundant resources of cinnamon oil, and cinnamon aldehyde has a very high content (accounting for about 80%) in cinnamon oil, so the production of natural benzaldehyde by using cinnamon oil has received extensive attention. At present, the main method for preparing benzaldehyde by oxidation of cinnamaldehyde or cinnamon oil is ozonation, which has the advantages of good selectivity and easy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/54C07C45/40B01J31/22B01J31/26
Inventor 纪红兵陈鸿雁周贤太陈清林
Owner SUN YAT SEN UNIV
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