CN106083782A - A kind of benzo lactone compound, its preparation method and the application in cigarette filter perfuming thereof - Google Patents
A kind of benzo lactone compound, its preparation method and the application in cigarette filter perfuming thereof Download PDFInfo
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- CN106083782A CN106083782A CN201610465985.4A CN201610465985A CN106083782A CN 106083782 A CN106083782 A CN 106083782A CN 201610465985 A CN201610465985 A CN 201610465985A CN 106083782 A CN106083782 A CN 106083782A
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- extractum
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/88—Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
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- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/40—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms
- A24B15/403—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms
- A24B15/406—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only oxygen or sulfur as hetero atoms having only oxygen as hetero atoms in a five-membered ring
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B3/00—Preparing tobacco in the factory
- A24B3/12—Steaming, curing, or flavouring tobacco
Abstract
The invention discloses a kind of benzo lactone compound, its molecular formula is C12H12O4, and have a structure in whichThe invention also discloses a kind of benzo lactone compound preparation method, be specially with spice berry lavandula angustifolia as raw material, through extractum extraction, organic solvent extraction, MCI decolouring, silica gel column chromatography, high pressure liquid chromatography separating step and isolated；Benzo lactone compound of the present invention adds in cigarette filter, has preferable flavouring effect.
Description
Technical field
The invention belongs to technical field of chemistry, be specifically related to a kind of benzo lactone compound, its preparation method and
Application in cigarette filter perfuming.
Background technology
Lavandula angustifolia is Labiatae lavandula angustifolia platymiscium, is distributed widely in Atlantic Ocean Islands and Mediterranean Region to Somalia,
Pakistan and India；China only cultivates 2 kinds.Plant is fruticuli or undershrub, dilute for draft.Because cultivable kind quilt
Extensively cultivation is in plantation all over the world.Lavandula angustifolia is a kind of time-honored spice berry, be the most just used for take a shower,
Incense, anthelmintic, dirt eliminating.Strong fragrant from the essential oils fragrance of lavandula angustifolia spica distillation, possess multiple use.
Lactone refers to the ester type compound that the carboxyl in same a part and hydroxyl interaction are dehydrated and are formed, such chemical combination
Thing generally exists in natural plants, also has the document report being widely present this compounds in natural plants, wide except having
The volatile compound that general pharmacological action, lactone or a class are important, is naturally occurring in various fruit and spice berry, such
Compound has been widely used in the formula of the edible essences such as various beverage, bakery product.
Summary of the invention
The present invention is a kind of benzo lactone compound of isolated from lavandula angustifolia, and this compound adds tobacco smoke filter element to
In mouth, there is preferable flavouring effect；Comparing with comparison, the enhancing that given off a strong fragrance of cigarette smoking, this perfume of Nicotiana tabacum L. highlights, raw
Tianjin sense strengthens, and suction quality is obviously improved；Can be used for cigarette filter perfumery purposes.
A first aspect of the present invention is to provide a kind of new benzo lactone compound, and this compound is from spice berry
Isolated in lavandula angustifolia, its molecular formula is C12H12O4, chemical identification by analysis, it has a structure in which
This compound is light yellow gum thing, the present inventor by named for its Chinese name for 5-methoxyl group-6-(2-oxo third
Base)-isobenzofuran-1 (3H)-one, English entitled 5-methoxy-6-(2-oxopropyl) isobenzofuran-1 (3H)-
one。
A second aspect of the present invention is to provide the preparation method of described benzo lactone compound, described benzo lactone
The preparation method of compound, is with spice berry lavandula angustifolia as raw material, through extractum extraction, organic solvent extraction, MCI decolouring, silicon
Plastic column chromatography, high performance liquid chromatography preparative separation step, particularly as follows:
A, extractum extract: spice berry lavandula angustifolia is crushed to 20～40 mesh, by the first organic solvent supersound extraction 2～5
Secondary, each 30～60 minutes, united extraction liquid, filtration, concentrating under reduced pressure extracting solution, stand, filter precipitate, be condensed into extractum a,
Wherein said first organic solvent is 70～the ethanol of the acetone of 100%, 90～100% or 90～the methanol of 100%；
B, organic solvent extract: add the water of weight ratio 1～2 times amount in extractum a, then with isopyknic with water second
Organic solvent extracts 3～5 times, merges organic solvent extraction phase, and concentrating under reduced pressure becomes extractum b, described second organic solvent to be dichloro
Methane, chloroform, ethyl acetate ether or petroleum ether；
C, MCI decolour: the 90%-95% methanol-water adding weight ratio 3～5 times amount at extractum b dissolves, and upper MCI post is used
90%-95% methanol-water eluting, merges organic facies, and concentrating under reduced pressure becomes extractum c；
D, silica gel column chromatography: extractum c acetone or the methanol of weight ratio 1.5～3 times amount dissolve, and then use extractum weight
80～the 100 mesh silica gel mixed samples of 0.8～1.2 times, load silica gel column chromatography, and dress post silica gel is 160～200 mesh, and consumption is extractum c
Weight 6～10 times amount；It is followed successively by the chloroform of 20:1,9:1,8:2,7:3,6:4 and 1:1 with volume proportion and acetone mixing is organic molten
Agent gradient elution, collects gradient eluent, concentration, monitors through TLC, merges identical part；
E, high performance liquid chromatography separate: by the eluent that afforded by the chloroform-acetone of 6:4 with volume content through efficiently
Liquid chromatograph is isolated and purified, with the methanol of 25-40% for flowing phase, and flow velocity 15～20mL/min, with 21.2 × 250mm, 5 μm
Zorbax PrepHT GF reverse phase preparative column is fixing phase, and UV-detector detection wavelength is 308nm, each sample introduction 10～100 μ
L, collects the chromatographic peak of 20～40min, is evaporated, obtains described benzo lactone compound after repeatedly adding up.
A third aspect of the present invention is the application providing described benzo lactone compound in cigarette filter perfuming, uses
In improving cigarette smoking quality.
Beneficial effects of the present invention
1, the compounds of this invention is separated first, is determined by above-mentioned nuclear magnetic resonance, NMR and measuring method of mass spectrum
For benzo lactone compound, and characterize its concrete structure.
2, the raw materials of compound of the present invention is easy to get, and extracting method is simple, can be easily separated and obtains；Molecular structure is also simple, holds
Easily realize synthetic.
3, present invention employs conventional column chromatography and the preparation method of high performance liquid chromatography combination, compound preparation manipulation stream
Journey is simple, and the compounds of this invention purity obtained is high, and follow-up industrialized production easily realizes.
4, cigarette filter with the addition of the compounds of this invention, compare with comparison, the enhancing that given off a strong fragrance of cigarette smoking,
This perfume of Nicotiana tabacum L. highlights, and sense of promoting the production of body fluid strengthens, and has preferable flavouring effect, and suction quality is obviously improved.
Accompanying drawing explanation
The carbon-13 nmr spectra of Fig. 1 benzo of the present invention lactone compound (13C NMR)；
Fig. 2 be benzo lactone compound of the present invention proton nmr spectra (1H NMR)；
The crucial HMBC of Fig. 3 benzo of the present invention lactone compound is correlated with.
Detailed description of the invention
The structure of the benzo lactone compound that the present invention prepares is measured by the following method；Chemical combination of the present invention
Thing is light yellow gum thing；HRESI-MS shows that its quasi-molecular ion peak is 243.0624 [M+Na]+(value of calculation 243.0633),
In conjunction with1H NMR and DEPT spectrum determines that its molecular formula is C12H12O4, degree of unsaturation is 7.Infrared spectrum shows carbonyl (1730,
1659cm-1) and aromatic ring (1615,1537,1478cm-1) resonance absorbing peak.And ultraviolet spectra has in 312,283 and 210nm
Big absorption also illustrate that and there may be aromatic ring structure in compound.Compound1H and13C H NMR spectroscopy (attribution data is shown in Table 1) shows
Show that it contains 12 carbon and the signal of 12 hydrogen, respectively one group 1,2,4,5-quaternary phenyl ring signal [δC 125.0(C-
1)、164.2(C-2)、113.5(C-3)147.2(C-4)、116.8(C-5)、131.6(C-6)；δH 6.65(1H,s,H-3)、
7.74 (1H, s, H-6)], one group of acetonyl signal [δC49.4(C-7)、206.4(C-8)、30.6(C-9)；δH 4.20(2H,s,
H-7), 2.26 (3H, s H-9)], one oxidation methylene signals [δC70.2(C-1')；δH5.38 (2H, s, H-1')], one
Ester carbonyl group signal [δC169.1 (C-2')] and a methoxyl group (δC55.8；δH3.84).According to H2-1'(δH5.38) and C-
2'(δC 169.1)、C-3(δC 113.5)、C-4(δC147.2) and C-5 (δC116.8)；And H-6 (δH7.74) and C-2'
(δC169.1)；H-3(δH6.65) with C-1'(δC70.2) HMBC susceptible of proof C-1' and C-2' that be correlated with is connected to phenyl ring
C-4 and C-5 on, and define a lactone ring five membered, thus confirm that this compound is benzo furan lactone compound.
After the precursor skeleton of compound determines, other substituted radical also can confirm by HMBC is relevant.In HMBC composes, can be obvious
Observe H-7 (δH4.20) with C-1 (δC125.0) and H-6 (δH7.74) with C-7 (δC49.4) HMBC is correlated with, it was demonstrated that
Acetonyl is connected to the C-1 position of phenyl ring, and methoxyl group hydrogen (δH3.84s) with C-2 (δC164.2) HMBC is correlated with susceptible of proof
Methoxy substitution is in C-2 position.Finally determine the structure of the compounds of this invention, and named 5-methoxyl group-6-(2-oxo third
Base)-isobenzofuran-1 (3H)-one.
Infrared, the ultraviolet of compound and mass spectrometric data: UV (methanol), λmax(logε)312(3.38)、283(3.68)、210
(4.11), IR (pressing potassium bromide troche) νmax 2932、1730、1659、1615、1537、1478、1264、1119、1063、987、
836cm-1；1H NMR and13C NMR data (C5D5N, 500 and 125MH), it is shown in Table-1；ESI-MS (positive ion mode) m/z 243
[M+Na]+；HR-ESI-MS (positive ion mode) m/z [M+Na]+243.0624 (value of calculation 243.0633, C12H12NaO4)。
Table-1. compound1H NMR and13C NMR data (C5D5N)
The present invention is further illustrated below in conjunction with the accompanying drawings, but is any limitation as the present invention never in any form, base
In present invention teach that any conversion or improvement made, each fall within protection scope of the present invention.
Embodiment 1
The preparation method of benzo lactone compound of the present invention, is with spice berry lavandula angustifolia as raw material, through extractum
Extraction, organic solvent extraction, MCI decolouring, silica gel column chromatography, high performance liquid chromatography preparative separation step, particularly as follows:
A, extractum extract: spice berry lavandula angustifolia is crushed to 20～40 mesh, by the first organic solvent supersound extraction 2～5
Secondary, each 30～60 minutes, united extraction liquid, filtration, concentrating under reduced pressure extracting solution, stand, filter precipitate, be condensed into extractum a,
Wherein said first organic solvent is 70～the ethanol of the acetone of 100%, 90～100% or 90～the methanol of 100%；
B, organic solvent extract: add the water of weight ratio 1～2 times amount in extractum a, then with isopyknic with water second
Organic solvent extracts 3～5 times, merges organic solvent extraction phase, and concentrating under reduced pressure becomes extractum b, described second organic solvent to be dichloro
Methane, chloroform, ethyl acetate ether or petroleum ether；
C, MCI decolour: the 90%-95% methanol-water adding weight ratio 3～5 times amount at extractum b dissolves, and upper MCI post is used
90%-95% methanol-water eluting, merges organic facies, and concentrating under reduced pressure becomes extractum c；
D, silica gel column chromatography: extractum c acetone or the methanol of weight ratio 1.5～3 times amount dissolve, and then use extractum weight
80～the 100 mesh silica gel mixed samples of 0.8～1.2 times, load silica gel column chromatography, and dress post silica gel is 160～200 mesh, and consumption is extractum c
Weight 6～10 times amount；It is followed successively by the chloroform of 20:1,9:1,8:2,7:3,6:4 and 1:1 with volume proportion and acetone mixing is organic molten
Agent gradient elution, collects gradient eluent, concentration, monitors through TLC, merges identical part；
E, high performance liquid chromatography separate: by the eluent that afforded by the chloroform-acetone of 6:4 with volume content through efficiently
Liquid chromatograph is isolated and purified, with the methanol of 25-40% for flowing phase, and flow velocity 15～20mL/min, with 21.2 × 250mm, 5 μm
Zorbax PrepHT GF reverse phase preparative column is fixing phase, and UV-detector detection wavelength is 308nm, each sample introduction 10～100 μ
L, collects the chromatographic peak of 20～40min, is evaporated after repeatedly adding up.Obtain described benzo lactone compound.
Embodiment 2
Taking dry spice berry lavandula angustifolia 4.4kg, coarse powder is broken to 30 mesh, the acetone supersound extraction with 70% 4 times, every time
60 minutes, extracting solution merged；Extracting solution filters, and is evaporated to the 1/4 of volume；Stand, filter precipitate, be condensed into 120g's
Extractum a；Adding 250g water in extractum a, extract 5 times with chloroform isopyknic with water, merge extraction phase, concentrating under reduced pressure becomes 80g
Extractum b；Extractum b MCI fills post, and 90% methanol-water adding 240g in extractum b dissolves, and then upper prop, with 90% methanol-water 2
To 6 liters of eluting, collect eluent, be concentrated under reduced pressure to give 62g extractum c；Extractum c adds the acetone solution of 120g in extractum c, so
Rear addition 100 mesh silica gel 62g mixes sample, after mixing sample, fills post with 200 mesh silica gel 400g；It is respectively 20:1,9:1,8:2 by volume ratio,
The chloroform of 7:3,6:4 and 1:1-acetone mixed organic solvents gradient elution, collects gradient eluent, concentration, monitors through TLC, closes
And identical part, obtain 6 parts, wherein, to sample 6:4 part 12g collected, then with 36% methanol for flowing
Phase, flow velocity 18ml/min, 21.2 × 250mm, the Zorbax PrepHT GF reverse phase preparative column of 5 μm is fixing phase, ultraviolet detection
Device detection wavelength is 308nm, each sample introduction 50 μ L, collects the chromatographic peak of 32.2min, repeatedly cumulative after be evaporated, obtain described newly
Compound.
Embodiment 3
Taking dry spice berry lavandula angustifolia 10kg, coarse powder is broken to 40 mesh, the methanol merceration extraction with 80% 4 times, and each 3
My god, extracting solution merges；Extracting solution filters, and is evaporated to the 1/4 of volume；Stand, filter precipitate, be condensed into 300g extractum a；
Adding 350g water in extractum a, extract 5 times by ethyl acetate isopyknic with water, merge extraction phase, concentrating under reduced pressure becomes 210g to soak
Cream b；Extractum b MCI fills post, add in extractum b 600g 90% methanol-water dissolve, then upper prop, with 90% methanol-water 5 to
15 liters of eluting, collect eluent, are concentrated under reduced pressure to give 150g extractum c；Extractum c adds the acetone solution of 300g, is subsequently adding
100 mesh silica gel 150g mix sample, fill post with 200 mesh silica gel 1Kg, mix upper prop after sample；It is respectively 20:1,9:1,8:2,7 by volume ratio:
The chloroform of 3,6:4 and 1:1-acetone mixed organic solvents gradient elution, collects gradient eluent, concentration, monitors through TLC, merges
Identical part, obtains 6 parts, wherein, to sample 6:4 part 32g collected, then with 36% methanol for flowing phase,
The Zorbax PrepHT GF reverse phase preparative column of flow velocity 18ml/min, 21.2 × 250mm, 5 μm is examined for fixing phase, UV-detector
Survey wavelength is 308nm, each sample introduction 80 μ L, collects the chromatographic peak of 32.2min, is evaporated, obtains described new chemical combination after repeatedly adding up
Thing.
Embodiment 4
The compound of Example 1 preparation, for light yellow gum thing；Assay method is: with nuclear magnetic resonance, NMR, in conjunction with other ripple
Spectral technology identifies structure.The compounds of this invention is light yellow gum thing；HRESI-MS shows that its quasi-molecular ion peak is
243.0624[M+Na]+(value of calculation 243.0633), in conjunction with1H NMR and DEPT spectrum determines that its molecular formula is C12H12O4, unsaturated
Degree is 7.Infrared spectrum shows carbonyl (1730,1659cm-1) and aromatic ring (1615,1537,1478cm-1) resonance absorption
Peak.And ultraviolet spectra has absorption maximum to also illustrate that in compound in 312,283 and 210nm there may be aromatic ring structure.Chemical combination
Thing1H and13C H NMR spectroscopy (attribution data is shown in Table 1) shows that it contains 12 carbon and the signal of 12 hydrogen, respectively one group 1,2,
4,5-quaternary phenyl ring signal [δC 125.0(C-1)、164.2(C-2)、113.5(C-3)147.2(C-4)、116.8(C-
5)、131.6(C-6)；δH6.65 (1H, s, H-3), 7.74 (1H, s, H-6)], one group of acetonyl signal [δC 49.4(C-7)、
206.4(C-8)、30.6(C-9)；δH4.20 (2H, s, H-7), 2.26 (3H, s H-9)], an oxidation methylene signals [δC
70.2(C-1')；δH5.38 (2H, s, H-1')], an ester carbonyl group signal [δC169.1 (C-2')] and a methoxyl group (δC
55.8；δH3.84).According to H2-1'(δH5.38) with C-2'(δC 169.1)、C-3(δC 113.5)、C-4(δC147.2) and C-
5(δC116.8)；And H-6 (δH7.74) with C-2'(δC169.1)；H-3(δH6.65) with C-1'(δC70.2) HMBC
Relevant susceptible of proof C-1' and C-2' is connected on C-4 and C-5 of phenyl ring, and defines a lactone ring five membered, thus demonstrate,proves
This compound real is benzo furan lactone compound.After the precursor skeleton of compound determines, other substituted radical also may be used
Confirm by HMBC is relevant.In HMBC composes, can substantially observe H-7 (δH4.20) with C-1 (δC125.0) and H-6
(δH7.74) with C-7 (δC49.4) HMBC is correlated with, it was demonstrated that acetonyl is connected to the C-1 position of phenyl ring, and methoxyl group hydrogen (δH3.84s) with C-2 (δC164.2) HMBC is correlated with susceptible of proof methoxy substitution in C-2 position.Finally determine the compounds of this invention
Structure, and named 5-methoxyl group-6-(2-oxopropyl)-isobenzofuran-1 (3H)-one.
Embodiment 5
The compound of Example 2 preparation, for light yellow gum thing.Measure identical with enforcement 3, confirm to implement 2 preparations
Compound is described benzo lactone compound 5-methoxyl group-6-(2-oxopropyl)-isobenzofuran-1 (3H)-one.
Embodiment 6
The benzo lactone compound of arbitrary preparation in Example 1-4 carries out the perfuming effect test of cigarette filter,
It is Hongta Group's " Fructus Mume " brand cigarette sample for interpolation Medicated cigarette, with triacetyl glycerine by above-mentioned benzo lactone
The compound solution being made into 0.5mg/mL.It is sprayed onto uniformly on filter tow by the 7% of filter tow weight, makes filter
Rod, then makes Medicated cigarette by this filter stick by conventional Medicated cigarette cigarette, carries out sensory evaluation, and to be not added with the phase of this compound
With Medicated cigarette as comparison.Evaluation and analysis result shows: compares with comparison, with the addition of the cigarette smoking of the compounds of this invention in filter tip
Given off a strong fragrance enhancing, and this perfume of Nicotiana tabacum L. highlights, and sense of promoting the production of body fluid strengthens, and suction quality is obviously improved.
Embodiment 7
The benzo lactone compound of arbitrary preparation in Example 1-4 carries out the perfuming effect test of cigarette filter,
It is Hongta Group's " Fructus Mume " brand cigarette sample for interpolation Medicated cigarette, with triacetyl glycerine by above-mentioned benzo lactone
The compound solution being made into 1.0mg/mL.It is sprayed onto uniformly on filter tow by the 5% of filter tow weight, makes filter
Rod, then makes Medicated cigarette by this filter stick by conventional Medicated cigarette cigarette, carries out sensory evaluation, and to be not added with the phase of this compound
With Medicated cigarette as comparison.Evaluation and analysis result shows: compares with comparison, with the addition of the cigarette smoking of the compounds of this invention in filter tip
Given off a strong fragrance enhancing, and this perfume of Nicotiana tabacum L. highlights, and sense of promoting the production of body fluid strengthens, and suction quality is obviously improved.
Claims (8)
1. a benzo lactone compound, it is characterised in that have a structure in which
Named: 5-methoxyl group-6-(2-oxopropyl)-isobenzofuran-1 (3H)-one, English entitled: 5-methoxy-6-
(2-xopropyl)-isobenzofuran-1 (3H)-one, its molecular formula is C12H12O4。
The preparation method of benzo lactone compound the most according to claim 1, it is characterised in that with spice berry lavandula angustifolia
For raw material, through extractum extraction, organic solvent extraction, MCI decolouring, silica gel column chromatography, high performance liquid chromatography preparative separation step, have
Body is:
A, extractum extract: spice berry lavandula angustifolia is crushed to 20～40 mesh, with the first organic solvent supersound extraction 2～5 times, often
Secondary 30～60 minutes, united extraction liquid, filters, concentrating under reduced pressure extracting solution, stands, filter precipitate, be condensed into extractum a；
B, organic solvent extract: add the water of weight ratio 1～2 times amount in extractum a, then with isopyknic with water second organic
Solvent extraction 3～5 times, merge organic solvent extraction phase, and concentrating under reduced pressure becomes extractum b；
C, MCI decolour: the 90%-95% methanol-water adding weight ratio 3～5 times amount at extractum b dissolves, and 90%-used by upper MCI post
95% methanol-water eluting, merges organic facies, and concentrating under reduced pressure becomes extractum c；
D, silica gel column chromatography: silica gel column chromatography on extractum c, dress post silica gel is 160～200 mesh, and consumption is extractum c weight 6～10
Times amount；With volume proportion as 1:0～the chloroform of 0:1 and acetone mixed organic solvents gradient elution, collect gradient eluent, dense
Contracting, monitors through TLC, merges identical part；
E, high performance liquid chromatography separate: the eluent afforded by the chloroform-acetone of 6:4, separate pure through high performance liquid chromatography
Change, obtain described benzo lactone compound.
Preparation method the most according to claim 2, it is characterised in that described first organic solvent in described step A is
70～the ethanol of the acetone of 100%, 90～100% or 90～the one of methanol aqueous solution of 100%.
Preparation method the most according to claim 2, it is characterised in that described second organic solvent in described step B is
One or more in dichloromethane, chloroform, ethyl acetate ether or petroleum ether.
Preparation method the most according to claim 2, it is characterised in that in described D step, extractum c is through silica gel column chromatography
Before, acetone or methanol by weight ratio 1.5～3 times amount dissolve, and then weigh the 80～100 mesh silica gel of 0.8～1.2 times with extractum
Mix sample.
Preparation method the most according to claim 2, it is characterised in that chloroform and acetone mixing in described D step are organic
The volume proportion of solvent is 20:1,9:1,8:2,7:3,6:4 and 1:1.
Preparation method the most according to claim 2, it is characterised in that the high performance liquid chromatography in described E step separates pure
Change is that flow velocity 15～20mL/min, with 21.2 × 250mm, the Zorbax PrepHT of 5 μm with the methanol of 25-40% for flowing phase
GF reverse phase preparative column is fixing phase, and UV-detector detection wavelength is 308nm, each sample introduction 10～100 μ L, collect 20～
The chromatographic peak of 40min, is evaporated after repeatedly adding up.
Benzo lactone compound the most according to claim 1 is used for cigarette filter perfuming, improves cigarette smoking quality use
On the way.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106858710A (en) * | 2017-04-01 | 2017-06-20 | 云南中烟工业有限责任公司 | It is a kind of to improve benzisoxa furfuran compound of cigarette smoking effect and preparation method and application |
| CN106916160A (en) * | 2017-02-14 | 2017-07-04 | 云南民族大学 | A kind of isobenzofuran class compounds process for production thereof that can improve cigarette suction comfort in the root of kudzu vine |
| CN107467712A (en) * | 2017-07-28 | 2017-12-15 | 云南中烟工业有限责任公司 | It is a kind of with the tobacco sauce additive of antibacterial activity and its application |
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| CN106916160A (en) * | 2017-02-14 | 2017-07-04 | 云南民族大学 | A kind of isobenzofuran class compounds process for production thereof that can improve cigarette suction comfort in the root of kudzu vine |
| CN106916160B (en) * | 2017-02-14 | 2019-01-08 | 云南民族大学 | A kind of isobenzofuran class compounds process for production thereof that can improve cigarette suction comfort in pueraria lobata |
| CN106858710A (en) * | 2017-04-01 | 2017-06-20 | 云南中烟工业有限责任公司 | It is a kind of to improve benzisoxa furfuran compound of cigarette smoking effect and preparation method and application |
| CN106858710B (en) * | 2017-04-01 | 2018-03-09 | 云南中烟工业有限责任公司 | A kind of benzisoxa furfuran compound that can improve cigarette smoking effect and preparation method and application |
| CN107467712A (en) * | 2017-07-28 | 2017-12-15 | 云南中烟工业有限责任公司 | It is a kind of with the tobacco sauce additive of antibacterial activity and its application |
| CN107467712B (en) * | 2017-07-28 | 2019-05-21 | 云南中烟工业有限责任公司 | A kind of tobacco sauce additive and its application with antibacterial activity |
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