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Preparation method of vanillin glucoside and application of vanillin glucoside in tobacco flavoring

A technology of glucoside and vanillin, which is applied in the field of tobacco aroma enhancement, can solve the problems of application limitations, and achieve the effects of improving aroma richness, wide application prospects, and mild reaction conditions

Active Publication Date: 2013-06-19
HUBEI CHINA TOBACCO IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Vanillin and its derivatives are an important aroma substance in tobacco, which has an important impact on the quality and characteristics of tobacco aroma. Its content in natural tobacco smoke is extremely low, although vanillin glucoside cracking can produce aroma Lansu, but there is no relevant report on the preparation method of chemical synthesis, so its application in tobacco is limited

Method used

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  • Preparation method of vanillin glucoside and application of vanillin glucoside in tobacco flavoring
  • Preparation method of vanillin glucoside and application of vanillin glucoside in tobacco flavoring
  • Preparation method of vanillin glucoside and application of vanillin glucoside in tobacco flavoring

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Embodiment 1

[0029] Step 1, the synthesis of tetraacetylglucose vanillin

[0030]Add chloroform to dissolve 100g tetraacetylbromoglucose in a triangular flask, transfer it into a constant pressure dropping funnel after completely dissolving; weigh 20g of vanillin and add it to potassium carbonate solution, make it completely dissolved, and then transfer it into another constant pressure funnel. In the dropping funnel; add 7g of tetrabutylammonium bromide to a four-necked flask equipped with a reflux condenser, a thermometer and a constant pressure dropping funnel, then add 50ml of water and 50ml of chloroform, heat to an external temperature of 45°C and stir Make it dissolve; while stirring, add dropwise the tetraacetylbromoglucose solution dissolved in chloroform and the vanillin solution of sodium bicarbonate, and keep the external temperature at 45°C during the dropwise addition; then heat and stir for 6 hours; after the reaction Cool to room temperature, add 70ml of chloroform and 100m...

Embodiment 2

[0034] Step 1, the synthesis of tetraacetylglucose vanillin

[0035] Add chloroform to dissolve 50g of tetraacetylbromoglucose in a triangular flask, transfer it into a constant pressure dropping funnel after completely dissolving; weigh 10g of vanillin and add it to potassium carbonate solution, make it completely dissolved, and then transfer it into another constant pressure funnel. In the dropping funnel; add 4g of tetrabutylammonium bromide to a four-necked flask equipped with a reflux condenser, a thermometer and a constant pressure dropping funnel, then add 40ml of water and 40ml of chloroform, heat to an external temperature of 50°C and stir Make it dissolve; while stirring, add dropwise the tetraacetylbromoglucose solution dissolved in chloroform and the vanillin solution of sodium bicarbonate, and keep the external temperature at 50°C during the dropwise addition; then heat and stir for 5 hours; cool down after the reaction to room temperature, add 50ml of chloroform ...

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Abstract

The invention provides a preparation method of vanillin glucoside. The preparation method of the vanillin glucoside comprises firstly, using tetra-acetyl-bromo-glucose to react with vanillin to combine into tetra-acetyl-glucose vanillin, and using the tetra-acetyl-glucose vanillin to react with sodium methylate to obtain the vanillin glucoside. The vanillin glucoside has the advantages of being mild in reaction condition, safe, simple in procedure, easy to industrially produce, and the like. When the vanillin glucoside is applied in tobacco, the vanillin glucoside is capable of obviously improving richness of cigarette aromas, and reducing irritation of side flow smoke, and meanwhile is incapable of increasing cost of cigarette production, and therefore the vanillin glucoside has wide application prospects in tobacco industry.

Description

technical field [0001] The invention relates to the technical field of tobacco flavoring, in particular to a preparation method of vanillin glucoside and its application in tobacco flavoring. Background technique [0002] Flavor components in tobacco not only exist in free form, but also in glycoside-bound form. Free flavor components are easy to volatilize during processing, storage and transportation, resulting in loss of flavor in cigarette products or uneven flavor concentration in each puff. After the aroma components are combined with glucose to form glycosides, they are not volatile or have very low volatility. However, under the conditions of heating or enzymatic hydrolysis, the glycosidic bond can be broken to release the aroma components, thereby contributing to the smoke aroma and solving the problem of low tar. The problem of uneven flavor before and after cigarettes plays an important role. In 1989, Kapfer et al. studied the aroma components of glycosides in t...

Claims

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Application Information

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IPC IPC(8): C07H15/203C07H1/00A24B15/40
Inventor 岳海波陈义坤郭国宁刘冰刘华臣
Owner HUBEI CHINA TOBACCO IND
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