CN103709224A - Preparation method of campestanol - Google Patents
Preparation method of campestanol Download PDFInfo
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- CN103709224A CN103709224A CN201310696465.0A CN201310696465A CN103709224A CN 103709224 A CN103709224 A CN 103709224A CN 201310696465 A CN201310696465 A CN 201310696465A CN 103709224 A CN103709224 A CN 103709224A
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- campestanol
- ergosterol
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- hydrogenation
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Abstract
The invention discloses a method for preparing campestanol by catalytic hydrogenation of ergosterol, and belongs to the technical field of goods, medicines, chemical industry, cosmetics and the like. The method comprises the following steps of dissolving ergosterol serving as a raw material into an organic solvent; performing catalytic hydrogenation with a hydrogenation catalyst under a certain temperature and pressure and at a certain agitating speed; and simply separating to obtain high-purity campestanol. The method is characterized in that ergosterol is used as the raw material and is processed by chemical hydrogenation to prepare mass campestanol; the ergosterol can be industrially produced, thus mass production of campestanol is realized. The method is simple in process, relatively low in cost, and efficient, simple and green in synthesis path.
Description
Technical field
The present invention relates to a kind of method of being prepared campestanol by ergosterol catalytic hydrogenation, belong to the technical fields such as food, medicine, chemical industry and makeup.
background of invention
Plant sterol is a kind of important activeconstituents in plant, has the multiple important physiological functions such as decreasing cholesterol, antitumor, anti-inflammatory.Plant sterol mainly comprises β-sitosterol, Stigmasterol, campesterol, brassicasterol.Phytostanols is the plant sterol that does not contain carbon carbon unsaturated link(age), mainly comprises sitostanol and campestanol.Compare with plant sterol, phytostanols has similar even more excellent physiological function.
Plant sterol is separated through methods such as recrystallizations repeatedly, can obtain the sterling of β-sitosterol or Stigmasterol, by β-sitosterol or/and Stigmasterol sterling can make sitostanol through over hydrogenation.CN1594351A discloses a kind ofly take Stigmasterol and prepares the method for sitostanol as catalytic material hydrogenation.By campesterol, or/and brassicasterol sterling can make campestanol through over hydrogenation, but campesterol and brassicasterol are extremely low at natural content, by separation, obtain campesterol or brassicasterol sterling is more difficult; Also there is no at present campesterol or brassicasterol sterling, on market, there is no campestanol sterling yet.
Ergosterol is the moiety of fungal cell membrane, is also liposoluble vitamin D
2precursor, there is the effects such as anticancer, be mainly present in the fungies such as mushroom, yeast, glossy ganoderma.At present, ergosterol, industrial main by Production by Microorganism Fermentation, can obtain highly purified ergosterol through separating-purifying.
Summary of the invention
The invention provides and a kind ofly take ergosterol and by chemical hydrogenation, prepare the method for high purity campestanol as raw material.Present method technique is simple, and cost is lower, and route of synthesis is efficient, succinct and green, is convenient to suitability for industrialized production.
The present invention is by the following technical solutions:
A preparation method for campestanol, carries out according to following step:
(1) a certain amount of ergosterol is dissolved in to organic solvent, after fully stirring evenly, adds hydrogenation reaction cauldron; A certain amount of hydrogenation catalyst is dissolved in to a small amount of organic solvent, after mixing, adds hydrogenation reaction cauldron; Connect gas pipeline, close air intake valve, pump the air in reactor, with hydrogen, fill; Regulate temperature of reaction, hydrogen pressure and mixing speed in reactor, reaction certain hour;
(2) reaction finishes, and takes out reaction solution, removes by filter catalyzer, and rotary evaporation is removed organic solvent, obtains campestanol.
The preparation method of described campestanol, is characterized in that all raw materials are ergosterol.
The described hydrogenation catalyst of step (1) is the catalyzer that contains palladium, nickel, platinum or rhodium, and catalyst levels is 0.1% ~ 20% of ergosterol quality.
The preparation method of described campestanol, is characterized in that described catalyzer adopts alr mode that sample and catalyzer are dispersed in reaction system in reaction process.
The described organic solvent of step (1) is n-propyl alcohol, Virahol, propyl carbinol, isopropylcarbinol, acetone, methyl ethyl ketone, ethyl acetate or butylacetate, and the quality of ergosterol and organic solvent and volume ratio are 1:5 ~ 1:50, and temperature of reaction is 10 ~ 90
oc, hydrogen pressure during hydrogenation is 0.1 ~ 2 MPa, and mixing speed is 100 ~ 800 rpm, and the reaction times is 2 ~ 10 h.
In aforesaid method, preferred catalyst consumption is 0.5% ~ 10% of ergosterol quality, and the mass volume ratio of ergosterol and organic solvent is further defined to 1:10 ~ 1:40, and temperature of reaction is further defined to 20 ~ 80
oc, hydrogen pressure is further defined to 0.2 ~ 1.5 MPa, and mixing speed is further defined to 200 ~ 600 rpm, and the reaction times is further defined to 3 ~ 9 h.
The beneficial effect that the present invention has
1. take ergosterol as raw material, by chemical hydrogenation, can prepare on a large scale campestanol; Ergosterol is suitability for industrialized production, therefore, can realize the suitability for industrialized production of campestanol by the present invention.
2. the method technique is simple, and cost is lower, and route of synthesis is efficient, succinct and green.
Embodiment
The preparation method of campestanol of the present invention, the purity of campestanol adopts high-performance liquid chromatogram determination, and chromatographic condition is: Symmetry C18 post (4.6 X 250 mm, 5 mm), column temperature 30
oc, moving phase is methyl alcohol, flow velocity 1 mL/min, sample size 10 mL; Select light scattering detector to detect sample, condition is: carrier gas is nitrogen, flow velocity 1.5 L/min, temperature 45
oc.
Embodiment 1
Take content and be 95% ergosterol 20 g and be dissolved in 200 mL n-propyl alcohols, after fully stirring, add hydrogenation reaction cauldron; The palladium-carbon catalyst that is 10% by 0.1 g palladium content adds in 5 mL n-propyl alcohols, after fully stirring, adds hydrogenation reaction cauldron; Connect gas pipeline, close air intake valve, pump the air in reactor, with hydrogen, fill five times repeatedly.Adjusting hydrogen pressure in reactor is that 1.5 MPa and mixing speed are 200 rpm, and controlling reactor temperature is 80
oc, reaction 9 h.
After reaction finishes, take out reaction solution, vacuum filtration is removed catalyzer, and rotary evaporation is removed organic solvent, can obtain campestanol.By liquid-phase chromatographic analysis, the purity of campestanol is 96.6%.
Embodiment 2
Take content and be 96% ergosterol 10 g and be dissolved in 400 mL butylacetates, after fully stirring, add hydrogenation reaction cauldron; 1.0 g Raney's nickel catalysts are added in 5 mL butylacetates, after fully stirring, add hydrogenation reaction cauldron; Connect gas pipeline, close air intake valve, pump the air in reactor, with hydrogen, fill five times repeatedly.Adjusting hydrogen pressure in reactor is that 0.2 MPa and mixing speed are 600 rpm, and controlling reactor temperature is 20
oc, reaction 3 h.
After reaction finishes, take out reaction solution, vacuum filtration is removed catalyzer, and rotary evaporation is removed organic solvent, can obtain campestanol.By liquid-phase chromatographic analysis, the purity of campestanol is 97.1%.
Above-mentioned embodiment is used for the present invention that explains, rather than limits the invention, and in the protection domain of spirit of the present invention and claim, any modification and change that the present invention is made, all fall into protection scope of the present invention.
Claims (5)
1. a preparation method for campestanol, is characterized in that carrying out according to following step:
(1) a certain amount of ergosterol is dissolved in to organic solvent, after fully stirring evenly, adds hydrogenation reaction cauldron; A certain amount of hydrogenation catalyst is dissolved in to a small amount of organic solvent, after mixing, adds hydrogenation reaction cauldron; Connect gas pipeline, close air intake valve, pump the air in reactor, with hydrogen, fill; Regulate temperature of reaction, hydrogen pressure and mixing speed in reactor, reaction certain hour;
(2) reaction finishes, and takes out reaction solution, removes by filter catalyzer, and rotary evaporation is removed organic solvent, obtains campestanol.
2. the preparation method of a kind of campestanol according to claim 1, is characterized in that raw materials used is ergosterol.
3. the preparation method of a kind of campestanol according to claim 1, is characterized in that the described hydrogenation catalyst of step (1) is the catalyzer that contains palladium, nickel, platinum or rhodium, and catalyst levels is 0. 1% ~ 20% of ergosterol quality.
4. the preparation method of a kind of campestanol according to claim 1, it is characterized in that the described organic solvent of step (1) is n-propyl alcohol, Virahol, propyl carbinol, isopropylcarbinol, acetone, methyl ethyl ketone, ethyl acetate or butylacetate, the quality of ergosterol and organic solvent and volume ratio are 1:5 ~ 1:50, and temperature of reaction is 10 ~ 90
oc, hydrogen pressure during hydrogenation is 0.1 ~ 2 MPa, and mixing speed is 100 ~ 800 rpm, and the reaction times is 2 ~ 10 h.
5. the preparation method of a kind of campestanol according to claim 1, it is characterized in that in aforesaid method, preferred catalyst consumption is 0.5% ~ 10% of ergosterol quality, the mass volume ratio of ergosterol and organic solvent is 1:10 ~ 1:40, and temperature of reaction is 20 ~ 80
oc, hydrogen pressure is 0.2 ~ 1.5 MPa, and mixing speed is 200 ~ 600 rpm, and the reaction times is 3 ~ 9 h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310696465.0A CN103709224B (en) | 2013-12-18 | 2013-12-18 | A kind of preparation method of campestanol |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310696465.0A CN103709224B (en) | 2013-12-18 | 2013-12-18 | A kind of preparation method of campestanol |
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| Publication Number | Publication Date |
|---|---|
| CN103709224A true CN103709224A (en) | 2014-04-09 |
| CN103709224B CN103709224B (en) | 2015-08-26 |
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| CN201310696465.0A Active CN103709224B (en) | 2013-12-18 | 2013-12-18 | A kind of preparation method of campestanol |
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2013
- 2013-12-18 CN CN201310696465.0A patent/CN103709224B/en active Active
Non-Patent Citations (2)
| Title |
|---|
| 孟祥河等: "植物甾醇的氢化-甾烷醇生产工艺的研究", 《中国粮油学报》, vol. 18, no. 5, 31 October 2003 (2003-10-31), pages 66 - 69 * |
| 陈林鹃等: "植物甾醇氢化的研究进展", 《粮油加工》, no. 10, 31 December 2009 (2009-12-31), pages 71 - 74 * |
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| CN103709224B (en) | 2015-08-26 |
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