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Preparation method of anisaldehyde

A technology of anisaldehyde and anethole, which is applied in the field of nanoscale iron oxide catalyzing the oxidation of anethole to prepare anisaldehyde, can solve the problems of inability to meet industrialized production, the natural degree of anisaldehyde is reduced, and the production efficiency of products is low, and the surface effect is remarkable, Low-cost, easy-to-control effects

Active Publication Date: 2013-02-06
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004]1. Stoichiometric oxidation method (Huang Wenbang et al., Chemical World, 1988, 29(6): 253~256): This method uses potassium permanganate, dichromium Potassium acid potassium, manganese dioxide, etc. are used as oxidants. During the preparation process, a large amount of waste water is produced and a large amount of acid is consumed. The acid severely corrodes the production equipment. ;
[0005]2. Ozone method (Yi Fengping et al., Journal of Guangxi University (Natural Science), 1998, 23 (1): 54-56): This method is easy to realize automation Control, high reaction conversion rate, etc., but the disadvantage is that the reaction system must be anhydrous, the reaction temperature must be strictly controlled at 0°C, and the equipment requirements are high; in addition, the ozone utilization rate of the reaction system is not high, and there are environmental problems. The strong oxidizing properties of anisaldehyde can greatly reduce the natural degree of anisaldehyde;
[0006]3. Electrooxidation method (Tang Xinjun et al., Chemical Research and Application, 2005, 18(5): 554~556): The advantage of this method is that the reaction selectivity is relatively High, the electrolyte can be recycled, and has the advantages of simple process and high product purity, but it needs to use a large amount of organic solvents. In addition, the medium used (Ce4+ / Ce3+ sup>) can only transfer 1 electron, and the solubility is small, and the efficiency of producing products in a reactor per unit time and unit volume is low, which is far from meeting the needs of industrial production

Method used

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  • Preparation method of anisaldehyde

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Experimental program
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Effect test

Embodiment 1

[0019] 0.074g of γ-Fe with a particle size of 50nm 2 o 3 and 20mL of acetonitrile were added to a 100mL flask at 60 o Stir quickly with magnetons to nanometer γ-Fe at C 2 o 3 Disperse evenly in the reaction system, and then add 1.48g of anethole and 10mL of 30% hydrogen peroxide solution in sequence. After the reaction, the catalyst is sucked out with a magnet, and the liquid phase is extracted with ethyl acetate, and the obtained ethyl acetate phase is concentrated under reduced pressure. Anisaldehyde with a yield of 27.8% can be obtained.

Embodiment 2

[0021] 0.008g of γ-Fe with a particle size of 20nm 2 o 3 and 20mL of methanol were added to a 100mL flask at 70 o Stir quickly with magnetons to nanometer γ-Fe at C 2 o 3 Disperse evenly in the reaction system, and then add 0.74g of anethole and 15mL of 30% hydrogen peroxide solution in sequence. After the reaction, the catalyst is sucked out with a magnet, and the liquid phase is extracted with ethyl acetate, and the obtained ethyl acetate phase is concentrated under reduced pressure. The yield of anisaldehyde of 25.4% can be obtained.

Embodiment 3

[0023] 0.016g of γ-Fe with a particle size of 80nm 2 o 3 and 20mL of ethanol were added to a 100mL flask at 60 o Stir quickly with magnetons to nanometer γ-Fe at C 2 o 3 Disperse evenly in the reaction system, and then add 2.22g of anethole and 6mL of 30% hydrogen peroxide solution in sequence. After the reaction, the catalyst is sucked out with a magnet, and the liquid phase is extracted with ethyl acetate, and the obtained ethyl acetate phase is concentrated under reduced pressure. Anisaldehyde with a yield of 19.1% can be obtained.

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Abstract

The invention discloses a preparation method of anisaldehyde. The method comprises the following steps: by using anethole as a raw material, nano ferric oxide as a catalyst, hydrogen peroxide or sodium hypochlorite as an oxidant, and acetonitrile as a solvent, carrying out reaction at 30-90 DEG C; and after the reaction is finished, sucking out the catalyst (nano ferric oxide) by using a magneton, and drying the nano ferric oxide for repeated use. The method disclosed by the invention has the advantages of simple technique, mild reaction conditions, low cost, environmental friendliness and the like, and the catalyst can be easily separated and recycled.

Description

technical field [0001] The invention relates to a method for preparing anisaldehyde, in particular to a method for preparing anisaldehyde by catalyzing the oxidation of anethole by nanoscale iron oxide. Background technique [0002] The chemical name of anisaldehyde is p-methoxybenzaldehyde, also known as anisaldehyde, which is a colorless or light yellow liquid at room temperature. Anisaldehyde has a long-lasting hawthorn aroma, which is attractive and fragrant, and is widely used in the preparation of various flavors such as floral, clove and hawthorn flavors. In addition, anisaldehyde has strong antioxidant properties and can be used as a food additive, so it is a natural spice with high economic value. In addition, anisaldehyde is also an important intermediate for the preparation of pharmaceutical porphyrin photosensitizers, amocarbyl penicillin and vasodilators, as well as a brightener for electroplating metals and a catalyst activity enhancer. At present, there are ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C47/575C07C45/28C07C45/30
CPCY02P20/584
Inventor 纪红兵陈英周贤太
Owner SUN YAT SEN UNIV
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