Eugenol synthesis method

A synthesis method and technology for eugenol, applied in the field of eugenol synthesis, can solve problems such as large influence, complex production process, unstable source, etc., and achieve the effects of saving production cost, shortening process time, and being easy for industrial production.

Active Publication Date: 2016-02-03
CHONGQING THRIVE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] 2) Guaiacol and allyl chloride can synthesize eugenol through Clayson rearrangement and popular science rearrangement, but the yield is extremely low, the yield is less than 30%;
[0011] 1) Natural eugenol is derived from clove oil, which is greatly affected by climate and harvest, the source is unstable, and the quality fluctuates greatly; 2) The problems of chemical synthesis of eugenol are low conversion rate and low yield, 3) production process Complex and low product purity, multiple extractions and purifications are required

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] The synthetic method of catalyst THLD comprises the following steps:

[0044] 1. The synthesis of catalyst THLD: add 2L concentration to be 0.5mol / LCu(NO 3 ) 2 and 0.1mol / LCo(NO 3 ) 2 The mixed solution was stirred evenly and heated to 75°C;

[0045] 2. After cooling down, add 240g of urea, transfer to a high-pressure reactor, and conduct a hydrothermal reaction at 200°C for 12 hours.

[0046] 3. Suction filter after cooling, dry the filter residue and put it into a horse boiling furnace for calcination, set the calcination temperature to 900°C, add 3

[0047] Double the weight ratio of tartaric acid + EDTA,

[0048] 4. Adjust the pH to 11 with 28% ammonia water to obtain the product.

[0049] 5. Obtain about 750 g of catalyst.

Embodiment 2

[0051] A kind of eugenol synthetic method, concrete steps are as follows:

[0052] 1) Add 20ml tap water in the reactor, then add under the state of stirring, 3.38g sodium hydroxide, 10g guaiacol, 6.48g chloropropene, 16g sodium chloride and 0.3g catalyst THLD, control the reaction temperature at 11.51 (g) crude eugenol was obtained after reaction at 20°C for 1 hour.

[0053] The conversion rate of guaiacol reaches 98%, and the yield of eugenol reaches 88%; figure 1 As shown, the GC purity of the product is 88.37%.

[0054] The product was rectified to separate guaiacol and bisethers. The remaining material was ortho eugenol and eugenol. Add 3 g of potassium carbonate and 15 ml of n-octane to the remaining material, stir at room temperature for 6 hours and then filter. The filter cake was placed in hot water Dissolve in medium, separate layers after dissolving, and obtain eugenol product through simple distillation of the oil phase. Such as figure 2 As shown, the GC purit...

Embodiment 3

[0056] A kind of eugenol synthetic method is characterized in that: concrete steps are as follows:

[0057] 1) Preparation of sodium phenolate: put 20ml of tap water into the preparation kettle, start stirring, then put in 3.22g of sodium hydroxide and 10g of guaiacol, then stir and cool down to 16°C, and finally transfer to the wood phenoxide storage tank;

[0058] 2) Put 12ml of water into the reactor, start stirring, and put in 19 sodium chloride and 0.3g catalyst THLD in turn;

[0059] 3) Cool down to 12°C;

[0060] 4) Add 6.78g of allyl chloride, and then start to add dropwise the sodium phenate in the wood phenate storage tank, dropwise at a constant speed, and dropwise for 2 hours;

[0061] 5) Control the reaction temperature to 22°C during the dropwise addition;

[0062] 6) After the dropwise addition, the reaction temperature was controlled at 27° C.; the reaction time was 1 hour to obtain 12.23 g of crude eugenol.

[0063] The conversion rate of guaiacol reaches 98%...

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Abstract

The invention belongs to the field of organic synthesis and particularly relates to a eugenol synthesis method. According to the eugenol synthesis method, guaiacol and allyl chloride are used as raw materials and are subjected to a catalytic reaction through a catalyst THLD to generate eugenol; an experiment testifies that the eugenol is synthesized by using the novel composite catalyst THLD, so that the conversion rate of the guaiacol and the yield of the eugenol are greatly improved, the conversion rate of the guaiacol reaches to 98 percent and the yield of the eugenol reaches to 88 percent.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a method for synthesizing eugenol. Background technique [0002] Eugenol has a strong clove aroma and is insoluble in water. It is mainly used for antibacterial and blood pressure lowering; it can also be used in the formulation of perfume essence, various cosmetic essence and soap essence, and can also be used in the deployment of food essence. [0003] The structural formula is: [0004] [0005] The synthetic method of eugenol mainly contains following several kinds at present: [0006] 1) The production method of eugenol mainly takes clove oil as raw material, and obtains through methods such as acidification, alkali washing, extraction, distillation and purification; [0007] 2) Guaiacol and allyl chloride can synthesize eugenol through Clayson rearrangement and popular science rearrangement, but the yield is extremely low, the yield is less than 30%; [0008] 3) Japa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/23C07C41/30C07C41/34B01J31/28
CPCB01J31/28B01J2231/4205C07C41/30C07C41/34C07C43/23
Inventor 刘端赵华文文泽平季卫刚甘建强唐凌洪伟
Owner CHONGQING THRIVE CHEM
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