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Isoeugenol synthetizing method

A synthetic method, the technology of isoeugenol, which is applied in the field of isoeugenol synthesis, can solve the problems of reducing the proportion of cis structure, increasing the production cost, and failing to satisfy the product, so as to simplify the production process, avoid environmental pollution, and improve the trans The effect of product ratio

Active Publication Date: 2013-11-27
CHONGQING THRIVE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented synthetic methods involve reacting certain chemical compounds called catechols (chemically related molecules) together at specific points within their structure or chemistry. These techniques allow for precise control over how these chemical structures are formed during reactions while also allowing for easy separation from unwanted sideproducts produced when starting up the desired material. Overall, they provide an efficient way to produce pure substances without harmful materials like metal salts.

Problems solved by technology

This patented technical problem addressed in the patents relates to producing an effective ingredient called Isoebookie oil (IBO) while avoiding harmful side effects like spermidine or chlorophyllum smellings from plants containing these compounds.

Method used

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  • Isoeugenol synthetizing method

Examples

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Embodiment 1

[0040] A synthetic method for isoeugenol, comprising the following steps:

[0041] a. Add 110.0 grams of 1,2-propanediol and 35.0 grams of potassium hydroxide in sequence in the three-necked flask, stir and mix thoroughly, add 30.0 grams of eugenol under nitrogen protection, and continue to stir and mix;

[0042] b. Rapidly raise the temperature of the reactant to 165°C within 20 minutes under the protection of nitrogen, and reflux for 8 hours. This reaction is a closed reaction;

[0043] c. Cool down to 50-60°C, add 50% sulfuric acid to acidify the solution to pH=3-4;

[0044] d. Add 300 ml of toluene and stir evenly, filter, and wash the solid with a small amount of toluene;

[0045] e. the filtrate is left to stand, after the organic phase is separated, the water phase is extracted with toluene, and the organic phase is combined;

[0046] f. Wash the organic phase with water to neutrality, remove toluene by rotary evaporator to obtain the crude product, and distill the cr...

Embodiment 2

[0050] A synthetic method for isoeugenol, comprising the following steps:

[0051] a. Add 70.0 grams of 1,2-propanediol and 26.0 grams of potassium hydroxide in sequence in the three-necked bottle, stir and mix thoroughly, add 30.0 grams of eugenol under nitrogen protection, and continue to stir and mix;

[0052] b. Rapidly raise the temperature of the reactant to 165°C within 20 minutes under the protection of nitrogen, and reflux for 8 hours. This reaction is a closed reaction;

[0053] c. Cool down to 50-60°C, add 50% sulfuric acid to acidify the solution to pH=3-4;

[0054] d. Add 200 ml of toluene and stir evenly, filter, and wash the solid with a small amount of toluene;

[0055] e. the filtrate is left to stand, after the organic phase is separated, the water phase is extracted with toluene, and the organic phase is combined;

[0056] f. Wash the organic phase with water to neutrality, and remove the toluene by a rotary evaporator to obtain a crude product, which is t...

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Abstract

The invention belongs to the field of organic synthesis, and particularly relates to an isoeugenol synthetizing method, which comprises the following steps: a, adding eugenol and potassium hydroxide as per certain proportion into a three-necked bottle, and adding a glycols solvent to serve as a reaction solvent; b, under protection of nitrogen, heating to 160-170 DEG C and performing enclosed reaction between the reactants for 6-8 hours; c, after reaction, adding acid untill the pH value indicates acidic; d, adding methylbenzene, stirring, filtering, and washing the solid with small amount of methylbenzene; e, separating out organic phases from the filtrate in the step d, extracting the aqueous phase of the filtrate with methylbenzene, and combining the organic phases; f, washing the organic phases with water until the pH value indicates neutral, removing the solvent by means of a rotary evaporator, and performing reduced pressure distillation, so as to obtain a product. The isoeugenol synthetizing method can acquire trans-isoeugenol with content of more than 90% through further reaction, and is more suitable for industrialized produciton.

Description

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Claims

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Application Information

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Owner CHONGQING THRIVE CHEM
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