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Preparation method and use of main ingredient of fragrance releasing agent for tobacco with jasmine fragrance

A technology of jasmine fragrance and release agent, which is used in the application of cigarette flavoring and addition, and the field of preparation of jasmine fragrance flavor release agent for cigarettes

Inactive Publication Date: 2010-12-22
CHINA TOBACCO FUJIAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The application of flavor release agents in cigarette flavoring is still in the preliminary development stage, and due to the secrecy of relevant enterprises in various countries, there are few reports on the application of flavor release agents for cigarettes

Method used

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  • Preparation method and use of main ingredient of fragrance releasing agent for tobacco with jasmine fragrance
  • Preparation method and use of main ingredient of fragrance releasing agent for tobacco with jasmine fragrance
  • Preparation method and use of main ingredient of fragrance releasing agent for tobacco with jasmine fragrance

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1: The specific operation process is as follows: a 250mL flask with a stirrer is placed in an ice-water bath, 0.424mol (40mL) acetic anhydride is added, cooled to 4°C, and 0.24mL of 60% perchloric acid is added dropwise under stirring . The ice-water bath was removed, the reaction mixture was returned to room temperature, and 0.056 mol of dry powdered glucose was added in batches under stirring to maintain the temperature of the reaction mixture at 30-40°C. Cool to 20 °C, add 0.1 mol (3.1 g) red phosphorus, and then add 0.226 mol (5.8 ml) bromine dropwise so that the temperature does not exceed 20 °C. After cooling, 3.6 mL of water was added with stirring to keep the reaction temperature not exceeding 20 ° C; the reaction mixture was left at room temperature for 2 h, diluted with 30 mL of dichloromethane, and filtered. Wash twice with 80 mL of ice water, then wash with 50 mL of saturated sodium bicarbonate solution (add ice so that the temperature does not exce...

Embodiment 2

[0021] Example 2: The synthesis of benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside The specific operation process is as follows: In a 250mL round bottom flask, add 0.06mol (7.32g) Benzyl alcohol, 0.03mol (8.28g) silver carbonate, 10g anhydrous calcium sulfate, 50mL dichloromethane. The above mixture was stirred for half an hour. Dissolve 0.03mol (12.3g) of α-acetylglucosinobromide in 50mL of dichloromethane, add it to the above mixture, continue stirring for 24 hours, filter the mixture through a thin layer of diatomaceous earth, and distill off the solvent under reduced pressure; Purification by silica gel chromatography (petroleum ether: ethyl acetate = 5: 1) to obtain the pure product of benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside, m.p. 101-103°C, yield 92%.

[0022] The reaction process can be expressed as:

[0023]

[0024] The reaction steps of the present invention are simple, and the target compound can be obtained by only two steps of reaction, which are...

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PUM

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Abstract

The invention discloses a preparation method and use of the main ingredient of a fragrance releasing agent for tobacco with a jasmine fragrance. The method comprises: preparing benzyl-2,3,4,6-tetra-o-acetyl-beta-d-glucopyranoside by a Cohen-Kohler reaction, acetylizing glucose in the presence of a perchloric acid catalyst, reacting the product of the acetylization with bromine hydride, removing solvent, recrystallizing in diethyl ether to obtain white crystals of alpha-acetobromoglucose; and reacting the alpha-acetobromoglucose with phemethylol and silver carbonate in a ratio of 1:2:1 in a dark place, removing the solvent, purifying by silica gel chromatography column and obtaining pure benzyl-2,3,4,6-tetra-o-acetyl-beta-d-glucopyranoside. In the invention, the benzyl-2,3,4,6-tetra-o-acetyl-beta-d-glucopyranoside is used as a main precursor with the jasmine fragrance. The fragrance releasing agent for tobacco with the jasmine fragrance, which is prepared by the invention, can release target fragrance effectively. The raw materials are simple and readily available. The cost is low, and the reaction equipment is simple.

Description

technical field [0001] The invention belongs to the technical field of synthesis and application of flavors and fragrances for tobacco, and specifically relates to the synthesis of benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside and the release of flavor for jasmine-flavored cigarettes Preparation of medicament and its application in cigarette flavoring and addition. Background technique [0002] In the cigarette production process, many conventional tobacco flavors and fragrances have problems such as strong volatility and easy sublimation. On the other hand, too much flavor and fragrance for tobacco may destroy the natural fragrance of tobacco. However, simply developing some volatile flavors and fragrances with special aroma, which can coordinate with cigarette aroma and make smoke slightly better or fuller aroma, and apply them in cigarette manufacturing to improve the quality of cigarette products has little effect. [0003] In order to improve the shortcomings of s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/18C07H1/00A24B15/40
Inventor 谢卫蔡继宝刘江生李珲刘泽春苏庆德
Owner CHINA TOBACCO FUJIAN IND
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