Method for preparing vanitrope from sassafras oil

A technology for concentrating vanillin and sassafras oil, applied in ether preparation, ether separation/purification, organic chemistry and other directions, can solve the problems of high temperature, low reaction yield, low yield and the like, and achieves reduction of processing process and cost , the reaction is mild and controllable, and the effect of reducing the reaction temperature

Pending Publication Date: 2021-02-09
成都三香汇香料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, because the aroma purity of the product obtained by this method is not enough, it is rarely used in practical applications.
In the 1950s, a synthetic route for producing strong vanillin from eugenol was developed, and industrial production was realized. The commonly used preparation method is to use eugenol as a raw material, and then use diethyl carbonate as an ethylating reagent. Potassium carbonate catalyzes the synthesis of eugenol ether; then uses KOH and phase transfer catalyst (PTC) polyethylene glycol to isomerize eugenol ether into isoeugenol ether; finally uses aluminum chloride as a catalyst to catalyze the demethylation of isoeugenol ether Methylation generates strong vanillin, but the yield of the demethylation reaction in the last step of the process route is too low, only about 38%
In the 1960s, spice chemists in the former Soviet Union successfully developed a synthetic route using catechol as a raw material that is cheaper and easier to obtain. First, monoalkylate catechol with allyl chloride, and the yield It is 75%; followed by rearrangement reaction, the yield is 35...

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  • Method for preparing vanitrope from sassafras oil

Examples

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Embodiment 1

[0025] A method for preparing strong vanillin from sassafras oil, comprising the following steps:

[0026] S1. Add 100g of sassafras oil, 100g of methanol and 100g of potassium hydroxide to the reaction kettle simultaneously, stir and control the reaction temperature at 130°C, reflux for 60min, then carry out atmospheric distillation and raise the temperature to 150-160°C to Methanol was distilled off, and the reaction was continued for 4-8h;

[0027] S2. Sampling the mixed solution in the reaction kettle. When the content of safrole in it is less than 1%, it is judged that the reaction is over. After the reaction is over, stop the reaction, and cool down to below 100 ° C. Add appropriate amount of water under stirring, and then let it stand for separation Layer, collect the methoxyisoeugenol potassium salt solution of the upper layer;

[0028] S3. Add 320 g of methoxyisoeugenol potassium salt solution collected in step S2 and 108 g of diethyl sulfate into another reaction ke...

Embodiment 2

[0034] A method for preparing strong vanillin from sassafras oil, comprising the following steps:

[0035] S1. Add 150g of sassafras oil, 150g of methanol and 400g of potassium hydroxide to the reaction kettle at the same time, stir and control the reaction temperature at 125°C, reflux for 120min, then carry out atmospheric distillation and raise the temperature to 130-140°C to Methanol was distilled off, and the reaction was continued for 4-8h;

[0036] S2. Sampling the mixed solution in the reaction kettle. When the content of safrole in it is less than 1%, it is judged that the reaction is over. After the reaction is over, stop the reaction, and cool down to below 90°C. Layer, collect the methoxyisoeugenol potassium salt solution of the upper layer;

[0037] S3. Add 320 g of the methoxyisoeugenol potassium salt solution collected in step S2 and 320 g of diethyl sulfate into another reaction kettle, stir and raise the temperature to 100°C, and keep the temperature for 2-3 h...

Embodiment 3

[0043] A method for preparing strong vanillin from sassafras oil, comprising the following steps:

[0044] S1. Add 100g of sassafras oil, 200g of methanol and 600g of potassium hydroxide to the reaction kettle at the same time, stir and control the reaction temperature at 110°C, reflux for 100min, then carry out atmospheric distillation and raise the temperature to 160-180°C to Methanol was distilled off, and the reaction was continued for 4-8h;

[0045] S2. Sampling the mixed solution in the reaction kettle. When the content of safrole in it is less than 1%, it is judged that the reaction is over. After the reaction is over, stop the reaction, and cool down to below 90°C. Layer, collect the methoxyisoeugenol potassium salt solution of the upper layer;

[0046] S3. Add 320 g of methoxyisoeugenol potassium salt solution collected in step S2 and 80 g of diethyl sulfate into another reaction kettle, stir and raise the temperature to 90° C., keep warm for 2-3 hours, after the react...

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Abstract

The invention discloses a method for preparing vanitrope from sassafras oil, which comprises the following steps: by using safrole oil as a raw material, adjusting the amounts of KOH and methanol during ring-opening isomerization of safrole, and carrying out ring-opening by using a method of distilling methanol with water, so that the reaction is milder and more controllable, the ring-opening product is not acidified, and diethyl sulfate is directly used for ethylation. The reaction temperature is greatly reduced, the process is simple and the yield is high; meanwhile, the ethyl vanillin is synthesized from the by-product isoeugenol generated in the production process through an oxidation reaction, so that the treatment process and cost of the by-product are reduced, the selling cost of the by-product ethyl vanillin can be further reduced, and the method is an ideal route for industrially preparing vanitrope.

Description

technical field [0001] The invention relates to the technical field of organic chemical synthesis, in particular to a method for preparing strong vanillin from sassafras oil. Background technique [0002] Concentrated vanillin, chemical name 2-ethoxy-5-(1-propenyl)phenol, appearance is white flaky crystal, melting point 85-87 ℃, slightly soluble in water, 10% soluble in ethanol, in benzyl Dissolve 20% in alcohol. It has a strong and long-lasting clove and vanilla aroma, and its aroma intensity is 16-25 times that of vanillin. It can be used in food flavor formulations such as ice cream, candy, and chocolate, and can also be used in soaps and cosmetics. At the same time, it can be used as an antioxidant and synergists used. [0003] Nongfu vanillin was successfully developed as early as the 1920s. The initial synthetic route was to use safrole as a raw material, which was subjected to a hot-pressing reaction with an alcoholic solution of potassium hydroxide to open the ring...

Claims

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Application Information

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IPC IPC(8): C07C41/34C07C43/253C07C41/01
CPCC07C41/34C07C41/01C07C43/253
Inventor 李良龙李威宏
Owner 成都三香汇香料有限公司
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