CN101307087B - Process for adsorbing and purifying 3beta-cholest-5,24-diene-3-alcohol by fixed bed - Google Patents
Process for adsorbing and purifying 3beta-cholest-5,24-diene-3-alcohol by fixed bed Download PDFInfo
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- CN101307087B CN101307087B CN2008100629817A CN200810062981A CN101307087B CN 101307087 B CN101307087 B CN 101307087B CN 2008100629817 A CN2008100629817 A CN 2008100629817A CN 200810062981 A CN200810062981 A CN 200810062981A CN 101307087 B CN101307087 B CN 101307087B
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Abstract
The invention discloses a method for absorbing and purifying 3 beta- cholest-5,24-diene-3-alcohol through a fixed bed. The method takes a 3 beta- cholest-5,24-diene-3-alcohol crude product extracted from lanolin as a raw material, and obtains a 3 beta- cholest-5,24-diene-3-alcohol product with a purity of above 60 percent through the absorption and separation carried out by the active carbon fixed bed with a 3 beta- cholest-5,24-diene-3-alcohol yield of above 85 percent. The method which is characterized by low production cost, low consumption and little pollution, etc. is suitable for industrialized production with simple process and easy operation.
Description
Technical field
The present invention relates to the chemical engineering stripping technique, especially relate to a kind of ADSORPTION IN A FIXED BED purifying 3 β-courage steroid-5, the method for 24-diene-3-alcohol.
Background technology
3 β-courage steroid-5; 24-diene-3-alcohol (3 β-cholesta-5; 24-dien-3-ol; Desmosterol is to extract a kind of sterols material that obtains serum, liver and some other animal tissuess from blended plant sterol, marine alga, animal CAS:313-04-2), is the biosynthetic direct precursor of SUV.Domestic and international research is verified, 3 β-courage steroid-5, and 24-diene-3-alcohol not only has some physiological actions of SUV; Also in mammiferous sexual maturity, played vital role; Sperm motility also there is material impact, 3 β-courage steroid-5,24-diene-3-alcohol also is important medicine intermediate simultaneously; Can be used as many synthetic initial feed, such as moulting hormone with sterol of physiologically active.Therefore, 3 β-courage steroid-5,24-diene-3-alcohol has important economic value.
3 β-courage steroid-5,24-diene-3-alcohol can carry out complete synthesis or semi-synthetic (U.S. Pat 3846455, J.Org.Chem.1958 through organic reaction; 23,459), but production cost is higher; Less economical, and used more soda acid solvent, be prone to environment is produced pollution.
3 β-courage steroid-5,24-diene-3-alcohol also can obtain by extraction separation from plant-animal.Usually the solvent extraction techniques that adopts can obtain 3 β-courage steroid-5, the bullion of 24-diene-3-alcohol, but 3 β-courage steroid-5, and 24-diene-3-alcohol purity is lower, generally below 10%, does not meet commerce with requiring, and therefore need be further purified processing.
Raw material influences later separation method and cost, and U.S. Pat 3803184 adopts solvent extraction-aluminum oxide chromatogram-acetylization reaction-AgNO
3Complexing chromatogram-chromatography-multistep methods such as saponification obtain 3 β-courage steroid-5 from the separation of wild rubber seeds, 24-diene-3-alcohol, and this method must be with 3 β-courage steroid-5, and 24-diene-3-alcohol is acetylization reaction in advance, adopts the AgNO of costliness then
3The complexing chromatogram changes into 25 hydroxycholesterols with mercury salt again, and chromatography or the crystallization again of 25 hydroxycholesterols, saponification just can obtain higher degree 3 β-courage steroid-5; 24-diene-3-alcohol, its method is comparatively loaded down with trivial details, and the production cycle is long; And 3 β in wild rubber seeds-courage steroid-5; 24-diene-3-alcohol content is low, and production cost is bigger, is not suitable for industriallization.
Summary of the invention
The object of the present invention is to provide a kind of ADSORPTION IN A FIXED BED purifying 3 β-courage steroid-5; The method of 24-diene-3-alcohol; From yolk, extract the 3 β-courage steroid-5 that obtains through activated carbon fixed bed absorption, separate preparation high level 3 β-courage steroid-5 in 24-diene-3-alcohol bullion, 24-diene-3-alcohol.
For realizing the object of the invention, adopt following technical scheme:
(1) with 3 β-courage steroid-5,24-diene-3-alcohol bullion and last appearance solvent are mixed with liquid stock, under 20-60 ℃; It is activated carbon fixed bed with the flow velocity of 0.5-2.0BV/h liquid stock to be flow through; Remove strong polar impurity, make 3 β-courage steroid-5,24-diene-3-alcohol is adsorbed on the activated carbon.
(2) under 20-60 ℃, with the flow velocity of 0.5-3.0BV/h make 1-2 times of bed volume to go up the appearance solvent streams activated carbon fixed bed excessively, liquid stock in the fixed bed space and strong polar impurity are developed.
(3) under 20-60 ℃, it is activated carbon fixed bed with the flow velocity of 0.5-3.0BV/h the eluting solvent of 2-4 times of bed volume to be flow through, with 3 β-courage steroid-5; 24-diene-3-alcohol elutes; Collect elutriant, concentrating under reduced pressure obtains 3 β-courage steroid-5,24-diene-3-alcohol product.
(4) under 20-60 ℃, it is activated carbon fixed bed with the flow velocity of 1.0BV/h the regenerated solvent of 2 times of bed volume to be flow through, and low-pole impurity is eluted, and makes activated carbon obtain regeneration.
(5) under 20-60 ℃, make the appearance solvent streams that goes up of 2 times of bed volume cross solid activated carbon fixed bed with the flow velocity of 1.0BV/h, make the system balance, get into next fractionation by adsorption circulation.
Described 3 β-courage steroid-5; 24-diene-3-alcohol bullion is 3 β that extraction separation obtains in the yolk-courage steroid-5,24-diene-3-alcohol bullion, wherein 3 β-courage steroid-5; 24-diene-3-alcohol mass content is 10-30%; The SUV mass content is less than 3%, and major impurity is the grease and the triterpene alcohol of polar lipid acid, Fatty Alcohol(C12-C14 and C12-C18), sterol and low-pole.
A said upward appearance solvent is the mixed solvent of a kind of or first alcohol and water in methyl alcohol, the ethanol or the mixed solvent of second alcohol and water, 3 β-courage steroid-5, and 24-diene-3-alcohol bullion and last appearance solvent ratios are 0.05-0.2kg bullion/L solvent.
Said activated carbon is the gross porosity grain active carbon.
Described eluent is a kind of or sherwood oil and mixed solvent or the sherwood oil and the ethanol mixed solvent of methyl alcohol in acetone, ETHYLE ACETATE, the chloroform.
Described regenerator is normal hexane or sherwood oil.
Described 3 β-courage steroid-5,24-diene-3-alcohol quality product content is greater than 60%.
Adopt method provided by the invention, 3 β-courage steroid-5, the yield of 24-diene-3-alcohol is greater than 85%.
The beneficial effect that the present invention has is:
(1) the present invention adopts the gross porosity grain active carbon to make sorbent material, and to 3 β-courage steroid-5, the adsorptive capacity of 24-diene-3-alcohol is big, separation selectivity is high.And grain active carbon is regenerated easily, can repeatedly recycle, and reduces sorbent material consumption.
(2) the inventive method has characteristics such as production cost is low, consumption is low, pollution is few, and flow process is simple, and is easy to operate, is suitable for suitability for industrialized production.
Embodiment
Below with embodiment method of the present invention is described further.Protection scope of the present invention does not receive the restriction of embodiment, and protection scope of the present invention is determined by claim.
Embodiment 1:
With 0.1kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 10.0%, cholesterol level 0.9%) and the dissolving of 1L methanol mixed are made into liquid stock.Fixed bed size φ 5cm * 25cm, inner filling gross porosity grain active carbon.Liquid stock flow velocity with 0.5BV/h under 20 ℃ passes through fixed bed, continues the washed with methanol fixed bed with 1.0BV, flow velocity 1.0BV/h.Down carry out wash-out with the acetone of 3.0BV at 60 ℃, flow velocity is 1.0BV/h, collects elutriant, 60 ℃ of following concentrating under reduced pressure oven dry, 3 β-courage steroid-5,24-diene-3-alcohol product 16.7g, 3 β-courage steroid-5 wherein, the pure purity of 24-diene-3-is 60%, yield is 91%.Under 60 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the sherwood oil of 2 times of bed volume to be flow through, regeneration activity carbon.Under 60 ℃, with the methyl alcohol of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.
Embodiment 2:
With 0.1kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 10.0%, cholesterol level 0.9%) and the dissolving of 1L methanol mixed are made into liquid stock.Fixed bed adopts the pillar that embodiment 1 uses and the regeneration balance is crossed.Liquid stock flow velocity with 0.5BV/h under 20 ℃ passes through fixed bed, continues the washed with methanol fixed bed with 1.0BV, flow velocity 1.0BV/h.Down carry out wash-out with the acetone of 3.0BV at 60 ℃, flow velocity is 1.0BV/h, collects elutriant, 60 ℃ of following concentrating under reduced pressure oven dry, 3 β-courage steroid-5,24-diene-3-alcohol product 17.0g, 3 β-courage steroid-5 wherein, the pure purity of 24-diene-3-is 60%, yield is 93%.Under 40 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the sherwood oil of 2 times of bed volume to be flow through, regeneration activity carbon.Under 40 ℃, with the methyl alcohol of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.Explain that activated carbon can be recycled.
Embodiment 3:
With 0.06kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 23.5%, cholesterol level 2.0%) and 0.5L aqueous ethanolic solution (ethanol and water volume ratio are 9: 1) mixed dissolution is made into liquid stock.Fixed bed size φ 5cm * 25cm, inner filling gross porosity grain active carbon.Liquid stock flow velocity with 1.0BV/h under 40 ℃ passes through fixed bed, continues aqueous ethanolic solution (ethanol and water volume ratio are 90: 10) the flushing fixed bed with 3.0BV, flow velocity 1.0BV/h.ETHYLE ACETATE with 3.0BV under 40 ℃ carries out wash-out, and flow velocity is 0.5BV/h, collects elutriant; 60 ℃ of following concentrating under reduced pressure oven dry get 3 β-courage steroid-5,24-diene-3-alcohol product 22.7g; 3 β-courage steroid-5 wherein, 24-diene-3-alcohol purity is 72%, yield is 86%.Under 40 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the sherwood oil of 2 times of bed volume to be flow through, regeneration activity carbon.Under 40 ℃, with the methyl alcohol of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.
Embodiment 4:
With 0.1Kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 30.0%, cholesterol level 2.7%) and the dissolving of 0.5L methanol mixed are made into liquid stock.Fixed bed size φ 5cm * 25cm, inner filling gross porosity grain active carbon.Liquid stock flow velocity with 2.0BV/h under 40 ℃ passes through fixed bed, continues the washed with methanol fixed bed with 2.0BV, flow velocity 3.0BV/h.With the wash-out that carries out of 3.0BV methyl alcohol petroleum ether solution (methyl alcohol sherwood oil volume ratio is 9: 1), flow velocity is 0.5BV/h under 40 ℃, collects elutriant; 60 ℃ of following concentrating under reduced pressure oven dry; Get 3 β-courage steroid-5,24-diene-3-alcohol product 38.0g, wherein 3 β-courage steroid-5; 24-diene-3-alcohol purity is 70%, and yield is 89%.Under 20 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the normal hexane of 2 times of bed volume to be flow through, regeneration activity carbon.Under 20 ℃, with the methyl alcohol of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.
Embodiment 5:
With 0.06kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 23.5%, cholesterol level 2.0%) and 1200L methanol aqueous solution (methyl alcohol and water volume ratio are 95: 5) mixed dissolution is made into liquid stock.Fixed bed size φ 5cm * 25cm, inner filling gross porosity grain active carbon.Liquid stock flow velocity with 1.0BV/h under 40 ℃ passes through fixed bed, continues methanol aqueous solution (methyl alcohol and water volume ratio are 95: 5) the flushing fixed bed with 1.0BV, flow velocity 0.5BV/h.Down carry out wash-out with the chloroform of 4.0BV at 40 ℃, flow velocity is 2.0BV/h, collects elutriant, 60 ℃ of following concentrating under reduced pressure oven dry, 3 β-courage steroid-5,24-diene-3-alcohol product 20.4g, 3 β-courage steroid-5 wherein, the pure purity of 24-diene-3-is 65%, yield is 94%.Under 40 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the sherwood oil of 2 times of bed volume to be flow through, regeneration activity carbon.Under 40 ℃, with the methanol aqueous solution of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.
Embodiment 6:
With 0.1Kg 3 β-courage steroid-5,24-diene-3-alcohol bullion (mass content 30.0%, cholesterol level 2.7%) and the dissolving of 0.5L methanol mixed are made into liquid stock.Fixed bed size φ 5cm * 25cm, inner filling gross porosity grain active carbon.Liquid stock flow velocity with 2.0BV/h under 40 ℃ passes through fixed bed, continues the washed with methanol fixed bed with 2.0BV, flow velocity 3.0BV/h.With the wash-out that carries out of 3.0BV methyl alcohol petroleum ether solution (methyl alcohol sherwood oil volume ratio is 8: 2), flow velocity is 0.5BV/h under 40 ℃, collects elutriant; 60 ℃ of following concentrating under reduced pressure oven dry; Get 3 β-courage steroid-5,24-diene-3-alcohol product 38.4g, wherein 3 β-courage steroid-5; 24-diene-3-alcohol purity is 68%, and yield is 90%.Under 20 ℃, it is activated carbon fixed bed with the flow velocity of 1BV/h the normal hexane of 2 times of bed volume to be flow through, regeneration activity carbon.Under 20 ℃, with the methyl alcohol of 2.0BV activated carbon is carried out balance with the flow velocity of 1.0BV/h.
Claims (4)
1. ADSORPTION IN A FIXED BED purifying 3 β-courage steroid-5, the method for 24-diene-3-alcohol is characterized in that may further comprise the steps:
(1) with 3 β-courage steroid-5,24-diene-3-alcohol bullion and last appearance solvent are mixed with liquid stock, under 20-60 ℃; Flow velocity with 0.5-2.0BV/h makes feedstream activated carbon fixed bed excessively; Remove strong polar impurity, make 3 β-courage steroid-5,24-diene-3-alcohol is adsorbed on the activated carbon;
(2) under 20-60 ℃, with the flow velocity of 0.5-3.0BV/h make 1-2 times of bed volume to go up the appearance solvent streams activated carbon fixed bed excessively, liquid stock in the fixed bed space and strong polar impurity are developed; A said upward appearance solvent is the mixed solvent of a kind of or first alcohol and water in methyl alcohol, the ethanol or the mixed solvent of second alcohol and water, 3 β-courage steroid-5, and the ratio of 24-diene-3-alcohol bullion and last appearance solvent is 0.05-0.2kg bullion/L solvent;
(3) under 20-60 ℃, it is activated carbon fixed bed with the flow velocity of 0.5-3.0BV/h the eluting solvent of 2-4 times of bed volume to be flow through, with 3 β-courage steroid-5; 24-diene-3-alcohol elutes; Collect elutriant, concentrating under reduced pressure obtains 3 β-courage steroid-5,24-diene-3-alcohol product; Described eluent is a kind of or sherwood oil and mixed solvent or the sherwood oil and the ethanol mixed solvent of methyl alcohol in acetone, ETHYLE ACETATE, the chloroform;
(4) under 20-60 ℃, it is activated carbon fixed bed with the flow velocity of 1.0BV/h the regenerated solvent of 2 times of bed volume to be flow through, and low-pole impurity is eluted, and makes activated carbon obtain regeneration; Described regenerator is normal hexane or sherwood oil;
(5) under 20-60 ℃, make the appearance solvent streams that goes up of 2 times of bed volume cross solid activated carbon fixed bed with the flow velocity of 1.0BV/h, make the system balance, get into next fractionation by adsorption circulation.
2. a kind of ADSORPTION IN A FIXED BED purifying 3 β according to claim 1-courage steroid-5; The method of 24-diene-3-alcohol is characterized in that: described 3 β-courage steroid-5, and 24-diene-3-alcohol bullion is 3 β that extraction separation obtains in the yolk-courage steroid-5; 24-diene-3-alcohol bullion; 3 β-courage steroid-5 wherein, 24-diene-3-alcohol mass content is 10-30%, the SUV mass content is less than 3%.
3. method according to claim 1 is characterized in that, said activated carbon is the gross porosity grain active carbon.
4. according to claim 1-kind of ADSORPTION IN A FIXED BED purifying 3 β-courage steroid-5, the method for 24-diene-3-alcohol is characterized in that: described 3 β-courage steroid-5,24-diene-3-alcohol quality product content is greater than 60%.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4882065A (en) * | 1987-12-11 | 1989-11-21 | Uop | Purification of sterols with activated carbon as adsorbent and chlorobenzene as desorbent |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4882065A (en) * | 1987-12-11 | 1989-11-21 | Uop | Purification of sterols with activated carbon as adsorbent and chlorobenzene as desorbent |
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Effective date of registration: 20091211 Address after: 38, Da Da Lu, Xihu District, Zhejiang, Hangzhou Province, China: 310027 Applicant after: Zhejiang University Co-applicant after: Zhejiang Garden Biochemical High-tech Co.,Ltd. Address before: 38, Da Da Lu, Xihu District, Zhejiang, Hangzhou Province, China: 310027 Applicant before: Zhejiang University |
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