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Preparation method and application of fragrant raw material manifesting sweet taste characteristics of Chinese style cigarettes

A technology for raw materials and cigarettes, which is applied in the field of synthesis of tobacco flavor raw materials, and achieves the effects of wide application prospects, improved reaction yield, and increased smoke permeability and fineness

Active Publication Date: 2021-03-26
CHINA TOBACCO HENAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are few reports on the synthesis and application of 2,3-dihydro-3,5-dihydroxy-6-ethyl-4H-pyran-4-one at home and abroad

Method used

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  • Preparation method and application of fragrant raw material manifesting sweet taste characteristics of Chinese style cigarettes
  • Preparation method and application of fragrant raw material manifesting sweet taste characteristics of Chinese style cigarettes
  • Preparation method and application of fragrant raw material manifesting sweet taste characteristics of Chinese style cigarettes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Preparation of ethyl maltophenate: In a 50 ml round bottom flask, ethyl maltol (1.40 g, 10 mmol) and acetic anhydride (2.04 g, 20 mmol) were added, and the reaction was added to the reaction mixture after 90 ° C for 6 h. 100 ml of ethyl acetate dilution, mixed with a saturated sodium bicarbonate solution under stirring, until no bubble is generated, the organic phase was washed twice with saturated NaCl solution, and the organic layer was separated and anhydrous Na 2 SO 4 Dry, evaporated, evaporated, 78 g of light yellow oil, yield 97.8%, product ethyl maltophenate can be directly carried out.

[0032] Preparation of dihydroethyl maltophenate: In a 100 mL round bottom flask, ethyl maltophenate (1.82 g, 10 mmol), 5% palladium carbon (0.2 g) was added to the round bottom flask, respectively. Ethyl acetate was 20 ml, and nitrogen replacement was replaced by hydrogen, then hydrogen was reacted at room temperature under hydrogen atmosphere (TLC monitoring, the feedstock reaction...

Embodiment 2

[0036] Preparation of ethyl maltophenate: Ethyl maltol (1.40 g, 10 mmol) and acetyl chloride (1.57 g, 20 mmol) were sequentially added, and the reaction was added to the reaction mixture after 6 h, 90 ° C for 6 h. 100 ml of ethyl acetate dilution, mixed with saturated sodium hydrogencarbonate solution at batch under stirring, until no bubble is formed. Wash the organic phase twice with a saturated NaCl solution, divide the organic layer and use anhydrous NA 2 SO 4 Dry, evaporated, evaporated, evaporated, endocyanic oil, ethyl maltophenate, 1.64 g, yield 90.1%, ethyl maltophenate can be directly carried out.

[0037]Preparation of dihydroethyl maltophenate: In the 100 ml round bottom flask, ethyl maltophenate (1.82 g, 10 mmol), Ray nickel (0.2 g), acetic acid is added to the round bottom flask. Ethyl ester 20 mL, nitrogen replacement 3, hydrogen replacement 3 h then reacted under a hydrogen atmosphere (TLC monitoring, the feedstock reaction immediately stopped). The reaction liquid...

Embodiment 3

[0041] Preparation of ethyl maltophenate: Ethyl maltol (1.40 g, 10 mmol) and acetic anhydride (1.02 g, 10 mmol) were sequentially added, and the reaction was reacted at 90 ° C. After 6 h, 100 mL of ethyl acetate was added to the reaction mixture, and the saturated sodium bicarbonate solution was added batch under stirring, and the bubble was produced. Wash the organic phase twice with a saturated NaCl solution, divide the organic layer and use anhydrous NA 2 SO 4 Dry, evaporated, evaporated, evaporated, endocyanic oil, ethyl maltophenate, 1.62 g, yield of 89.0%, ethyl maltophenate can be directly carried out.

[0042] Preparation of dihydroethyl maltophenate: In a 100 ml round bottom flask, ethyl maltophenate (1.82 g, 10 mmol), three (triphenylphosphine) chlorination were added to the round bottom flask, respectively. (0.2 g), ethyl acetate 20 mL, nitrogen replacement 3 times, hydrogen replacement 3 hits, then reacted under a hydrogen atmosphere (TLC monitoring, the feedstock reac...

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Abstract

The invention relates to a preparation method and application of a fragrant raw material manifesting sweet taste characteristics of Chinese style cigarettes. The method comprises the following steps:carrying out acetylation reaction on ethyl maltol to obtain ethyl maltol acetate, carrying out hydrogenation reduction to obtain dihydroethyl maltol acetate, reacting dihydroethyl maltol acetate withan acetyl oxidation reagent to obtain dihydroethyl maltol diacetate, and hydrolyzing by lipase to obtain the 2, 3-dihydro-3, 5-dihydroxy-6-ethyl-4H-pyran-4-ketone. Compared with the prior art, the method has the advantages that the reaction yield is remarkably increased, the reaction process is simple and convenient to operate, large-scale production can be performed, and the method has a wide application prospect. The fragrant raw material is added into the cigarette, so that the cigarette fragrance can be enriched, the smoke permeability and fineness can be improved, the aftertaste comfort can be improved, the sweet feeling of the oral cavity can be improved, the sweet characteristic of the Chinese style cigarette can be manifested, and the material has potential application value.

Description

Technical field [0001] The present invention belongs to the field of smoke raw material synthesis technology, and it is specifically involved in a fragrant material-2,3-dihydro-3,5-dihydroxy-6-ethyl-4H-pyran-2-dihydroxy-6-ethyl-4H-gyranium characteristic. Preparation method of -4-ketone and application as a cigarette in a cigarette. Background technique [0002] Flue gas "sweet" is a key indicator affecting the quality and style of cigarettes. It is one of the important symbols of Chinese cigarettes from cigarettes such as American, English, Japanese. In order to highlight this feature, the Chinese cigarette is usually used in the incense of the incense. These substances can make the flue gas produce sweet taste, mainly because it contains or cleaves gyprone. Volatile sweets such as class, dehydrated sugar, but due to the extremely low content of these sweeteners, the "sweet" characteristics of the cigarette are poor. Therefore, the volatile sweet substance is directly used as a ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C11B9/00A24B3/12A24B15/26C07D309/32
CPCC11B9/008A24B3/12A24B15/26C07D309/32
Inventor 马宇平陈芝飞席高磊王清福马胜涛刘强蔡莉莉赵旭赵志伟
Owner CHINA TOBACCO HENAN IND
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