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A kind of synthetic method of isoeugenol

A synthesis method and isoeugenol technology are applied in the synthesis field of isoeugenol, can solve the problems of reducing the proportion of cis structure, unable to satisfy the product, increasing production cost, etc., simplify the production process, improve the proportion of trans products, avoid Effects of Environmental Pollution

Active Publication Date: 2016-05-11
CHONGQING THRIVE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method can reduce the proportion of the cis structure to a certain extent, it still cannot meet the requirements of the product and needs further processing
And because expensive heavy metals such as ruthenium and palladium are used as catalysts, it is difficult to recycle, which not only increases production costs, but also causes environmental pollution after discharge

Method used

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  • A kind of synthetic method of isoeugenol
  • A kind of synthetic method of isoeugenol
  • A kind of synthetic method of isoeugenol

Examples

Experimental program
Comparison scheme
Effect test

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, in particular to a synthesis method of isoeugenol; comprising the following steps: a. adding eugenol and potassium hydroxide into a three-necked bottle according to a certain ratio, and adding a diol solvent as a reaction solvent; b. Warm up the above reactants to 160-170°C under nitrogen protection to seal the reaction for 6-8 hours; c. After the reaction is completed, add acid until the pH is acidic; d. Add toluene and stir, then filter, and wash the solid with a small amount of toluene; e After separating the organic phase from the filtrate in step d, extract the water phase with toluene and combine the organic phase; f. wash the organic phase with water to neutrality, remove the solvent by rotary evaporator, and then distill under reduced pressure to obtain the product The synthetic method provided by the present invention can obtain trans-isoeugenol with a content of more than 90% through a one-step reaction, which is more suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a method for synthesizing isoeugenol. Background technique [0002] Isoeugenol, chemical name: 4-propenyl-2-methoxyphenol, molecular formula C 10 h 12 o 2 ; Pale yellow slightly thick liquid, insoluble in water and glycerin, soluble in organic solvents such as ethanol; has a soft, sweet and clear spicy fragrance, with carnation and clove flower fragrance; mainly used for preparing essence and vanillin, and can be used for preparation Essential oils such as ylang-ylang and nutmeg; it can also be used to prepare food flavors with raspberry, peach, spicy, and clove flavors; it is also a raw material for semi-synthetic vanillin. [0003] Because the structure of isoeugenol has two kinds of cis and mode, the synthesized isoeugenol is mostly a mixture of cis and trans isomers. [0004] [0005] trans-isoeugenol [0006] [0007] cis-isoeugenol [0008] However, due to the c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C07C41/32
Inventor 赵华文季卫刚甘建强唐凌洪伟
Owner CHONGQING THRIVE CHEM