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A kind of benzolactone compound, its preparation method and its application in cigarette filter tip flavoring

A technology of benzolides and compounds, which is applied in the application fields of benzolides and cigarette filter flavoring, can solve the problems that the components have not yet been identified, and achieve simple preparation methods, outstanding tobacco aroma, and good taste. The effect of aromatizing effect

Active Publication Date: 2018-09-28
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. After decades of research, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified. come out

Method used

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  • A kind of benzolactone compound, its preparation method and its application in cigarette filter tip flavoring
  • A kind of benzolactone compound, its preparation method and its application in cigarette filter tip flavoring
  • A kind of benzolactone compound, its preparation method and its application in cigarette filter tip flavoring

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preparation example Construction

[0034] The preparation method of the benzolactone compound of the present invention is to take shredded tobacco as raw material, extract through extract, organic solvent extraction, MCI decolorization, silica gel column chromatography, high performance liquid chromatography preparation and separation steps, specifically:

[0035] A. Extraction: Ultrasonic extraction of shredded tobacco with organic solvent for 2 to 5 times, 30 to 60 minutes each time, combining the extracts, filtering, concentrating the extracts under reduced pressure, standing still, filtering out the sediment, and concentrating into extracts a;

[0036] B. Organic solvent extraction: Add 1 to 2 times the amount of water by weight to the extract a, then extract 3 to 5 times with an organic solvent equal to the volume of water, combine the organic solvent extraction phases, and concentrate under reduced pressure to form extract b ;

[0037] C. MCI decolorization: add 3 to 5 times the weight ratio of methanol ...

Embodiment 1

[0047] Take 2.8 kg of dry crushed tobacco, ultrasonically extract 4 times with 70wt% acetone, each time for 60 minutes, and combine the extracts; filter the extracts, concentrate under reduced pressure to 1 / 4 of the volume; let stand, filter out the precipitate, and concentrate into 108g of extract a; add 250g of water to extract a, extract 5 times with chloroform equal to the volume of water, combine the extraction phases, and concentrate under reduced pressure to become 75g of extract b; Add 240g of 80wt% methanol water to the paste b to dissolve, then put it on the column, elute with 2 to 6 liters of 90wt% methanol water, collect the eluate, concentrate under reduced pressure to obtain 58g of extract c; extract c is in extract c Add 120g of acetone to dissolve, then add 62g of 100-mesh silica gel to mix the sample. After mixing the sample, use 400g of 200-mesh silica gel to pack the column; the volume ratios are 20:1, 9:1, 8:2, 7:3, 6: 4 and 1:1 chloroform-acetone mixed org...

Embodiment 2

[0049] Take 10kg of dried crushed tobacco, extract by cold soaking with 80wt% methanol for 4 times, each time for 3 days, combine the extracts; filter the extracts, concentrate under reduced pressure to 1 / 4 of the volume; let stand, filter out the precipitate, and concentrate into 300g of extract a; add 350g of water to extract a, extract 5 times with ethyl acetate equal to the volume of water, combine the extract phases, and concentrate under reduced pressure to become 210g of extract b; extract b is packed with MCI, Add 600g of 80wt% methanol water to the extract b to dissolve, then put it on the column, elute with 5 to 15 liters of 90wt% methanol water, collect the eluate, concentrate under reduced pressure to obtain 150g of extract c; add 300g of extract c Dissolve acetone, then add 150g of 100-mesh silica gel to mix the sample, pack the column with 1Kg of 200-mesh silica gel, mix the sample and put it on the column; the volume ratios are 20:1, 9:1, 8:2, 7:3, 6:4 and 1:1 c...

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Abstract

The present invention discloses a benzo lactone compound, which has the following structural formula (defined in the specification), wherein the benzo lactone compound named 6-hydroxymethyl-5-prenyl-isobenzofuran-1(3H)-one, and has the molecular formula of C14H16O3. The invention further discloses a preparation method of the benzo lactone compound and uses of the benzo lactone compound in perfuming of cigarette filter tips and improving of cigarette smoking quality.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a benzolide compound extracted from tobacco for the first time, a preparation method thereof and an application in cigarette filter flavoring. Background technique [0002] Nicotiana is an annual or limited perennial herbaceous plant belonging to the family Solanaceae. Among them, N.tabacum L. is the most widely cultivated. Its mature leaves are important raw materials for the cigarette industry and a crop with high economic value. In addition to being mainly used for smoking, tobacco has other extensive uses. Tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. After decades of research, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified. come out. Although smoking is widely recognized as harmful to health, t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/88A24B15/40
CPCA24B15/406C07D307/88
Inventor 刘春波张天栋曾晓鹰叶灵申钦鹏杨光宇汤丹瑜刘志华秦云华熊文张承明陈永宽缪明明郭生云
Owner CHINA TOBACCO YUNNAN IND
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