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Method for preparing benzaldehyde by using cyclodextrin polymer to catalyze oxidation of cinnamic aldehyde or cinnamon oil

A technology of cyclodextrin polymer and benzaldehyde, which is applied in the oxidation preparation of carbonyl compounds, organic chemistry, etc., can solve the problems of low ozone utilization rate, low benzaldehyde naturalness, high equipment requirements, etc., and achieve easy control and low cost , The effect of simple reaction process

Inactive Publication Date: 2010-09-22
SUN YAT SEN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, the requirements for equipment are high, and the utilization rate of ozone is not high, the natural degree of benzaldehyde is low, and there are problems such as environmental pollution.

Method used

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  • Method for preparing benzaldehyde by using cyclodextrin polymer to catalyze oxidation of cinnamic aldehyde or cinnamon oil
  • Method for preparing benzaldehyde by using cyclodextrin polymer to catalyze oxidation of cinnamic aldehyde or cinnamon oil
  • Method for preparing benzaldehyde by using cyclodextrin polymer to catalyze oxidation of cinnamic aldehyde or cinnamon oil

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Add 3.362g (1mmol) of β-cyclodextrin polymer (n=15 in general formula (I)) and 25ml of deionized water to a 100ml flask respectively, and stir at 30°C until the β-cyclodextrin polymer is uniformly dispersed , then add 1mmol cinnamaldehyde and 6ml30% hydrogen peroxide solution successively, after the reaction, extract with 50ml ethyl acetate, the ethyl acetate phase of gained can obtain the yield of 47% benzaldehyde by concentrating under reduced pressure to remove ethyl acetate .

Embodiment 2

[0028] Add 3.258g (1mmol) of α-cyclodextrin polymer (n=18 in general formula (I)) and 25ml of deionized water to a 100ml flask respectively, and stir at 70°C until the α-cyclodextrin polymer is uniformly dispersed , then add 1mmol cinnamaldehyde and 6ml 30% hydrogen peroxide solution successively, after the reaction finishes, extract with 50ml ethyl acetate, the ethyl acetate phase of gained can obtain the benzene that yield is 78% through concentrating under reduced pressure and removing ethyl acetate. formaldehyde.

Embodiment 3

[0030] Add 4.130g (1mmol) of γ-cyclodextrin polymer (n=21 in general formula (I)) and 25ml of deionized water to a 100ml flask respectively, and stir at 90°C until the γ-cyclodextrin polymer is evenly dispersed , then add 1mmol cinnamaldehyde and 6ml 30% hydrogen peroxide solution successively, after the reaction finishes, extract with 50ml butyl acetate, the butyl acetate phase of gained can obtain the benzene that yield is 59% through concentrating under reduced pressure and removing butyl acetate formaldehyde.

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Abstract

The invention discloses a method for preparing benzaldehyde by using cyclodextrin polymer to catalyze the oxidation of cinnamic aldehyde or cinnamon oil. The method comprises the following steps: taking the cinnamic aldehyde or the cinnamon oil as raw materials, adopting the cyclodextrin polymer as a catalyst, taking one of hydrogen peroxide, sodium hypochlorite or tert-butyl hydroperoxide as an oxidizing agent, taking water as a solvent, controlling the reaction temperature to be 30-90 DEG C, after finishing the reaction, using an ester solvent, methyl alcohol, acetone or acetonitrile to conduct extraction, and obtaining the benzaldehyde by decompression and concentration. The method has the advantages of simple technique, mild reaction condition, low cost, high yield, high natural levelof the benzaldehyde, environment friendliness, easily-separable catalyst with reusability and the like.

Description

technical field [0001] The present invention relates to a kind of preparation method of benzaldehyde. Background technique [0002] Benzaldehyde is the second most used spice in the world. It has been widely used in food, health care products, cosmetics and other industries. It is also an important pharmaceutical intermediate. The aroma quality of natural benzaldehyde is obviously better than that of synthetic benzaldehyde. The annual consumption of natural benzaldehyde for food in the world has reached 7,000 tons, and its annual demand is still increasing. [0003] At present, the traditional production method of natural benzaldehyde is prepared from bitter almonds containing amygdalin through enzymatic hydrolysis, distillation and alkaline washing. However, a highly toxic by-product—hydrocyanic acid is produced in the hydrolysis process, and the production process of benzaldehyde caused by thoroughly removing hydrocyanic acid is complicated and extremely expensive. [00...

Claims

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Application Information

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IPC IPC(8): C07C47/54C07C45/28C07C47/06
Inventor 纪红兵杨祖金江红果周贤太方岩雄
Owner SUN YAT SEN UNIV
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