Lipid wax flavor type tobacco sweetening agent, preparation method and application in cigarettes

A technology of sweetener and flavor type, which is applied in the field of tobacco flavor synthesis, can solve the problems of poor stability of DDMP, cannot be used as a sweetener, and is easy to deteriorate and damage, so as to improve aroma quality, good storage stability and flavoring Stability, effect of improving aftertaste comfort

Active Publication Date: 2020-04-28
CHINA TOBACCO HENAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to provide a fat-wax-flavored tobacco sweetener, its preparation method and its application in cigarettes, so as to solve the problem that DDMP has poor stability, is easily deteriorated and damaged, and cannot be used as a sweetener.

Method used

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  • Lipid wax flavor type tobacco sweetening agent, preparation method and application in cigarettes
  • Lipid wax flavor type tobacco sweetening agent, preparation method and application in cigarettes
  • Lipid wax flavor type tobacco sweetening agent, preparation method and application in cigarettes

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preparation example Construction

[0033] The preparation method of described sweetener, comprises the following steps:

[0034] where R is

Embodiment 1

[0036] In a 100mL round bottom flask, add 2.88g DDMP (20mmol) and 30mL anhydrous dichloromethane, cool to 0°C, and under nitrogen protection, add 2.42g triethylamine (24mmol) and 2.56g palmitoyl chloride (24mmol) successively , rise to room temperature and react for 6h afterwards, after the reaction finishes, the reaction solution is washed with water and saturated sodium chloride solution 3 times successively, the organic phase is dried with anhydrous sodium sulfate, and the solvent is distilled off under reduced pressure (in this embodiment and the following each embodiment In the process, the vacuum degree of decompression is determined according to the actual situation and needs, as long as the effect of decompression distillation can be realized, and the realization of the technical solution will not be affected by the difference in vacuum degree), the crude product is separated and purified by silica gel column chromatography , Petroleum ether (V): ethyl acetate (V) = 4:1...

Embodiment 2

[0038] In a 100mL round-bottomed flask, add 2.88g DDMP (20mmol) and 30mL anhydrous toluene, cool to -5°C, under nitrogen protection, add 1.90g pyridine (24mmol) and 4.74g palmitic anhydride (30mmol) successively, then rise React at room temperature for 8 hours. After the reaction, the reaction solution was washed with water and saturated sodium chloride solution three times successively, the organic phase was dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The crude product was separated and purified by silica gel column chromatography, and petroleum ether (V): Eluted with ethyl acetate (V)=4:1, 3.95 g of colorless oil was obtained, which was DDMP-5-palmitate, and the yield was 92.29%.

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Abstract

The invention relates to a lipid wax flavor type tobacco sweetening agent, a preparation method and application thereof in cigarettes, and the sweetening agent is DDMP high carbonate including DDMP-5-palmitate and/or DDMP-5-cinnamate. According to the technical scheme, DDMP is used as a raw material; two kinds of lipid wax fragrance type DDMP high carbonic ester are prepared through esterificationreaction; the compound has good storage stability and perfuming stability, not only shows the effects of the DDMP on increasing the sweet feeling of the oral cavity and improving the aftertaste comfort when being added into the cigarettes, but also can enrich the cigarette aroma, increase the smoke permeability and the fineness degree and improve the cigarette aroma quality, and has potential application value.

Description

technical field [0001] The invention belongs to the technical field of synthesis of flavorings for tobacco, and in particular relates to the preparation of two types of fatty wax flavor 2,3-dihydro-3-hydroxy-5-acyloxy-6-methyl-4H-pyran-4-one, Method and application in cigarettes as flavoring. Background technique [0002] 2,3-Dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP) is commonly found in cigarette smoke, Maillard reaction products, sugar cleavage products and natural extracts middle. From a structural point of view, DDMP is similar to maltol, a commonly used caramel aroma substance, and they all belong to pyrone enol ketone compounds. Most of these compounds with cyclic enol ketones have caramel-like aroma; Compared with other aroma substances, DDMP has better water solubility, and the "sweetness" in the taste is more prominent; it has a significant positive correlation with the "sweetness" of smoke, which can significantly improve the sweetness of cigarette smo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/32A24B3/12
CPCC07D309/32A24B3/12
Inventor 席高磊马宇平杨静蔡莉莉赵志伟郝辉许克静刘强陈芝飞
Owner CHINA TOBACCO HENAN IND
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