CN1762940A - Method for extracting purified solanesol from potato leaf and waste tobacco leaf - Google Patents
Method for extracting purified solanesol from potato leaf and waste tobacco leaf Download PDFInfo
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- CN1762940A CN1762940A CN 200510094288 CN200510094288A CN1762940A CN 1762940 A CN1762940 A CN 1762940A CN 200510094288 CN200510094288 CN 200510094288 CN 200510094288 A CN200510094288 A CN 200510094288A CN 1762940 A CN1762940 A CN 1762940A
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- leaf
- buddhist nun
- potato
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Abstract
The present invention is process of extracting and purifying solanesol with potato leaf and waste tobacco as material. Potato leaf and waste tobacco as material is extracted with cheap No. 6 solvent oil in a multiple tank extraction process to obtain extractum, which is coarse solanesol product, after concentration to recover solvent. The purification process of coarse solanesol product includes the first saponification, the subsequent twice impurity elimination with mixed methanol-acetone solvent in different ratios and final twice recrystallization in acetonitrile to obtain solanesol product of high purity over 90 %. The product may be used directly as medicinal intermediate. The process of the present invention is simple, high in yield and low in production cost.
Description
Technical field
The present invention relates to a kind ofly from leaf of potato and waste tobacco leaf, extract method for purifying solanesol, belong to producing and method of purification of medicine intermediate.
Background technology
The English name solanesol of eggplant Buddhist nun alcohol, molecular formula H[CH
2(CH
3) CHCH
2]
9OH, molecular weight are 631, and pure product are the white powder solid, and fusing point is 41 ℃, is synthesizing coenzyme Q
10And vitamin K
2Main intermediate, also be the important intermediate of producing some anti-allergy agent, anti-ulcerative drug, hypolipidemic and anticarcinogen.Once reporting with tobacco leaf, potato leaf and mulberry leaves abroad is raw material, is the method for solvent extraction eggplant Buddhist nun alcohol with pure hexane, but does not domesticly see with the leaf of potato to be that raw material extracts purified solanesol technology report as yet.
Summary of the invention
The objective of the invention is to leaf of potato and waste tobacco leaf is raw material, with cheap and easy to get 6
#Solvent oil is an extraction agent, adopts multistage pot type extraction process flow process, and extracting solution gets medicinal extract through concentrating the recovery solvent, i.e. eggplant Buddhist nun alcohol crude product.At first crude product is carried out saponification reaction, and then use twice impurity removal and purification of methanol-acetone mixed solvent, twice recrystallization of second eyeball to obtain highly purified eggplant Buddhist nun alcohol product more than 90%, can be directly as synthetic medicine intermediate.
Process flow diagram:
Leaf of potato or waste tobacco leaf-→ pre-treatment-→ lixiviate-→ concentrate-→ saponification-→ impurity removal and purification-→ recrystallization-→ the pure product of eggplant Buddhist nun alcohol.
Leaching process: adopt multistage pot type extractor, use the 6# solvent oil to be extraction agent, raw material is 5～15 with the weight of solvent ratio, and extraction temperature is 30～55 ℃, extraction time 1～4h, and extracting solution obtains 15% above eggplant Buddhist nun alcohol crude product through concentrating.
The saponification process: carry out saponification reaction in the alcohol-alkaline solution of 15% eggplant Buddhist nun alcohol crude product in the presence of antioxidant, temperature is 40～65 ℃, and the time is 1～5h.The alcohol that uses is methyl alcohol, ethanol; The alkali that uses is KOH, NaOH, and the antioxidant of use is Resorcinol, pyrogallol or nitrogen protection; The alkali concn of solution is 2～8%, and the weight ratio of eggplant Buddhist nun alcohol crude product and alcohol-alkaline solution is 1: 10～20; The weight ratio of eggplant Buddhist nun alcohol crude product and antioxidant is 1: 0.1～0.4.
The impurity removal and purification process: saponified in alcohol-ketone mixed solvent, and add gac and anhydrous CaCl
2, indirect heating backflow 0.5h, filtered while hot, filtrate, the subcooling crystallization, filter eggplant Buddhist nun alcohol elaboration.The alcohol that uses is methyl alcohol, ethanol; The ketone that uses is acetone; Saponified (by eggplant Buddhist nun alcohol crude product) with the weight ratio of alcohol-ketone mixed solvent is: 1: 20～60; Tc 0～-15 ℃.
Recrystallization process: the eggplant Buddhist nun alcohol elaboration that impurity removal and purification is crossed utilizes acetonitrile solvent to carry out recrystallization.Eggplant Buddhist nun alcohol elaboration (by eggplant Buddhist nun alcohol crude product) with the weight ratio of acetonitrile is: 1: 5～15, and Tc 5～-30 ℃.
Example one lab scale process
1, saponification
20g places the flask that has reflux condensing tube with 15% eggplant Buddhist nun alcohol crude product, add 1g Resorcinol and 300ml5%NaOH-methanol solution, heating in water bath stirs on the magnetic force heating stirrer, the saponification reaction temperature is 55 ℃, and time 3h is after saponification reaction finishes, put into refrigerator crystallisation by cooling 3h, temperature is-5 ℃, filters, and it is saponified to get solid.
2, impurity removal and purification
In solid is saponified, add mixed solvent (methanol/acetone=4: 1) refluxing extraction, extracts three times, 300ml, 150ml for the second time for the first time, 100ml for the third time, common 550ml, and add 3g activated carbon decolorizing and the anhydrous CaCl of 4g
2, filter, merge three times filtrate, put into refrigerator crystallisation by cooling 3h, temperature is-5 ℃.Filter, get yellow solid, filtrate pH=11.9.
3, secondary impurity removal and purification
In solids, add mixed solvent (methanol/acetone=3: 1) refluxing extraction, extract twice, 300ml, 150ml for the second time for the first time, 450ml altogether, and add the 1g activated carbon decolorizing, 30min, 15min for the second time for the first time.Filter, merge filtrate twice, put into refrigerator crystallisation by cooling 3h, temperature is-5 ℃.Filter, get yellow solid, filtrate pH=6.86.
4, recrystallization
In solids, add the fine refluxing extraction of second, extract twice, 150ml, 60ml for the second time for the first time, 210ml altogether, and add the 1g activated carbon decolorizing, 30min, 15min for the second time for the first time.Filter, merge filtrate twice, put into refrigerator freezing and crystallizing 4h, temperature is-10 ℃.Filter, get the faint yellow solid thing.
5, secondary recrystallization
In solids, add the acetonitrile refluxing extraction, extract twice, 100ml, 60ml for the second time for the first time, 160ml altogether, 30min, 15min for the second time for the first time.Filter, merge filtrate twice, put into refrigerator freezing and crystallizing 4h, temperature is-5 ℃.Filter, get the white solid thing, and place the vacuum drying oven drying, promptly get high-purity solanesol product 2.52g, purity 92.8%, yield 77.95%.
Example two pilot scale processes
1, saponifying process
(1) proportioning raw materials
15% crude product eggplant Buddhist nun alcohol: 5%NaOH-methanol solution=1: 15
(2) saponification reaction
15% eggplant Buddhist nun alcohol crude product 50kg and 5%NaOH-methanol solution are squeezed into the saponification jar, add back chuck heating, feed nitrogen reaction 3h in jar, temperature is controlled at 50 ℃.Stop to heat after saponification liquid and make temperature reduce to-5 ℃, continue freezing and crystallizing 3h, crystal solution is centrifugal with whizzer, and centrifugal finishing taken out filter cake, for saponified.
2, refining step
(1) proportioning raw materials
Saponified (by eggplant Buddhist nun alcohol crude product): acetone-methyl alcohol (1: 4) mixed solution: activated carbon: calcium chloride=1: 30: 0.2: 0.1.Mixed solution is divided into 3 times, each consumption: the mat woven of fine bamboo strips one time 50%, mat woven of fine bamboo strips secondary 30%, the mat woven of fine bamboo strips three times 20%.
(2) dissolving
Earlier mixed solution is squeezed in the dissolving vessel, is started stirring, add saponified, activated carbon, calcium chloride, chuck leads to steam heating, and feeds nitrogen in dissolving vessel, when temperature rises to 50 ℃, insulated and stirred 15 minutes.
(3) filter
Earlier hot-water filter is heated to more than 50 ℃, with nitrogen lysate in the dissolving vessel is pressed into hot-water filter while hot and filters, filtrate is put into the primary crystallization still, and after filtrate had been beaten, filter cake returned in the dissolving vessel.
(4) heavy molten, filtration
Weigh molten, filtration treatment secondary by (2), (3) process, filtrate merges with (1) filtrate.
(5) primary crystallization
In primary crystallization still chuck, feed icy salt solution, and start stirring, make temperature reduce to-15 ℃, stop to stir, leave standstill 1h.
(6) primary crystallization liquid filters
It is centrifugal that primary crystallization liquid is put into whizzer, and filter cake is taken out in centrifugal end.
(7) secondary crystal
Use (6) gained filter cake secondary recrystallization again by (2-6) process.Be wet elaboration
3, recrystallization operation
(1) proportioning raw materials
Wet elaboration (by eggplant Buddhist nun alcohol crude product): acetonitrile: activated carbon=1: 8: .0.2
Acetonitrile mat woven of fine bamboo strips ampoule is 60%, mat woven of fine bamboo strips secondary 40%.
(2) dissolving, decolouring, filtration
Earlier acetonitrile is squeezed into the secondary dissolving vessel by metering; drop into wet elaboration again; chuck heating under agitation; in jar, feed simultaneously nitrogen protection,, add activated carbon with wet elaboration equivalent when temperature rises to 60 ℃; backflow 0.5h; filtered while hot, filtrate place in the secondary crystal still, in-℃ following freezing and crystallizing 4h.Crystal solution is centrifugal with refrigerated centrifuge, and filter cake is taken out in centrifugal end.
(3) secondary recrystallization
Use (2) gained filter cake secondary recrystallization, the pure product that must wet again by (2) process.
4, lyophilize
The pure product that will wet place in the Freeze Drying Equipment, and cold dried 12h under-30 ℃ gets product 6.5kg, purity 91.5%, yield 79.3%.
Claims (7)
1, a kind ofly extracts method for purifying solanesol, it is characterized in that leaf of potato and waste tobacco leaf adopt cheap and easy to get 6 from leaf of potato and waste tobacco leaf
#Solvent oil is an extraction agent, and multistage pot type extraction process flow process, extracting solution through concentrate eggplant Buddhist nun alcohol crude product, again through saponification, twice impurity removal and purification of mixed solvent, twice recrystallization, obtain highly purified eggplant Buddhist nun alcohol product, can be directly as synthesizing medicine intermediate.
2, by the described leaf of potato of claim 1, it is characterized in that it can being new the harvesting, also can be the exsiccant leaf of potato.
3, by the described leaching process of claim 1, it is characterized in that 6
#Solvent oil is an extraction agent, adopts multistage pot type extraction process flow process.
4, by the described saponification process of claim 1, it is characterized in that using alkali-alcoholic solution, solid alkali is potassium hydroxide, sodium hydroxide, and alcohol is methyl alcohol, ethanol, the massfraction of alkali is 2%～8% in the solution, and the weight ratio of eggplant Buddhist nun alcohol crude product and alkali-alcoholic solution is 1: 10～20.The antioxidant that uses is Resorcinol, pyrogallol or nitrogen protection, and the weight ratio of eggplant Buddhist nun alcohol crude product and antioxidant is 1: 0.1～0.4.
5, by twice impurity removal and purification of the described mixed solvent of claim 1, it is characterized in that using the mixed solvent of mixed solvent, ethanol and the acetone of methyl alcohol and acetone, its volume ratio is 10: 1～10; Saponified and weight ratio mixed solvent are 1: 30～60, Tc 0～-15 ℃.
6, by the described recrystallization process of claim 1, it is characterized in that the solvent that uses is an acetonitrile, the weight ratio of eggplant Buddhist nun alcohol crude product and acetonitrile is 1: 5～15, Tc 5～-30 ℃.
7, by the described saponification solids of claim 4 dealkalize process, it is characterized in that not making the washing of water or acidic solution, directly remove residual alkali in the saponification solids by the mixed solvent of methyl alcohol and acetone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510094288 CN1762940A (en) | 2005-09-09 | 2005-09-09 | Method for extracting purified solanesol from potato leaf and waste tobacco leaf |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510094288 CN1762940A (en) | 2005-09-09 | 2005-09-09 | Method for extracting purified solanesol from potato leaf and waste tobacco leaf |
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| Publication Number | Publication Date |
|---|---|
| CN1762940A true CN1762940A (en) | 2006-04-26 |
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|---|---|---|---|
| CN 200510094288 Pending CN1762940A (en) | 2005-09-09 | 2005-09-09 | Method for extracting purified solanesol from potato leaf and waste tobacco leaf |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100381413C (en) * | 2006-09-14 | 2008-04-16 | 浙江大学 | Preparation of high purity solanesol |
| CN100548954C (en) * | 2007-12-21 | 2009-10-14 | 中国科学院山西煤炭化学研究所 | From leaf of potato, tobacco leaf and/or tobacco rod, extract the method for high-purity solanesol |
| US7649120B2 (en) | 2008-02-20 | 2010-01-19 | Northwest Normal University | Microwave-assisted extraction of solanesol from potato stems and/or leaves |
| CN101284766B (en) * | 2008-06-04 | 2010-04-21 | 云南瑞升烟草技术（集团）有限公司 | Process for finely purifying high-purity solanesol form coarse cream of solanesol |
| CN1932022B (en) * | 2006-09-22 | 2010-08-11 | 东北林业大学 | Process of preparing high purity solanesol with potato leaf as material |
-
2005
- 2005-09-09 CN CN 200510094288 patent/CN1762940A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100381413C (en) * | 2006-09-14 | 2008-04-16 | 浙江大学 | Preparation of high purity solanesol |
| CN1932022B (en) * | 2006-09-22 | 2010-08-11 | 东北林业大学 | Process of preparing high purity solanesol with potato leaf as material |
| CN100548954C (en) * | 2007-12-21 | 2009-10-14 | 中国科学院山西煤炭化学研究所 | From leaf of potato, tobacco leaf and/or tobacco rod, extract the method for high-purity solanesol |
| US7649120B2 (en) | 2008-02-20 | 2010-01-19 | Northwest Normal University | Microwave-assisted extraction of solanesol from potato stems and/or leaves |
| CN101284766B (en) * | 2008-06-04 | 2010-04-21 | 云南瑞升烟草技术（集团）有限公司 | Process for finely purifying high-purity solanesol form coarse cream of solanesol |
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