CN101307086B - Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method - Google Patents
Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method Download PDFInfo
- Publication number
- CN101307086B CN101307086B CN2008100629802A CN200810062980A CN101307086B CN 101307086 B CN101307086 B CN 101307086B CN 2008100629802 A CN2008100629802 A CN 2008100629802A CN 200810062980 A CN200810062980 A CN 200810062980A CN 101307086 B CN101307086 B CN 101307086B
- Authority
- CN
- China
- Prior art keywords
- diene
- alcohol
- courage steroid
- solvent
- crystallization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000002425 crystallisation Methods 0.000 title claims abstract description 78
- 238000000034 method Methods 0.000 title claims abstract description 44
- 239000002904 solvent Substances 0.000 title claims abstract description 32
- 230000008025 crystallization Effects 0.000 claims abstract description 53
- 239000002994 raw material Substances 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims description 24
- 238000009987 spinning Methods 0.000 claims description 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 20
- 239000002798 polar solvent Substances 0.000 claims description 16
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 14
- 238000005406 washing Methods 0.000 claims description 12
- 239000013078 crystal Substances 0.000 claims description 10
- 239000010413 mother solution Substances 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 5
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 5
- 238000000605 extraction Methods 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 210000002969 egg yolk Anatomy 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 239000004166 Lanolin Substances 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- 229940039717 lanolin Drugs 0.000 abstract 1
- 235000019388 lanolin Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000012046 mixed solvent Substances 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229930182558 Sterol Natural products 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 150000003432 sterols Chemical class 0.000 description 3
- 235000003702 sterols Nutrition 0.000 description 3
- IXRAQYMAEVFORF-UTLNTRLCSA-N (3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol Chemical class C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC(O)[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 IXRAQYMAEVFORF-UTLNTRLCSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- AVSXSVCZWQODGV-DPAQBDIFSA-N desmosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCC=C(C)C)C)[C@@]1(C)CC2 AVSXSVCZWQODGV-DPAQBDIFSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 101710134784 Agnoprotein Proteins 0.000 description 1
- BDCFUHIWJODVNG-UHFFFAOYSA-N Desmosterol Natural products C1C=C2CC(O)C=CC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 BDCFUHIWJODVNG-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000001851 biosynthetic effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- RHUBRTDJTNMEKQ-UHFFFAOYSA-N butan-1-ol;thiolane 1,1-dioxide Chemical class CCCCO.O=S1(=O)CCCC1 RHUBRTDJTNMEKQ-UHFFFAOYSA-N 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 150000002730 mercury Chemical class 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 235000002378 plant sterols Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 230000019100 sperm motility Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
Landscapes
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for purifying 3 beta- cholest-5,24-diene-3-alcohol through solvent crystallization. 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 90 percent through a plurality of times of crystallization of different solvents with a 3 beta- cholest-5,24-diene-3-alcohol yield of above 70 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 solvent crystallization 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 solvent crystallization purifying 3 β-courage steroid-5; The method of 24-diene-3-alcohol; From yolk, extract the 3 β-courage steroid-5 obtain, the process for purification of 24-diene-3-alcohol, through adopt different solvents repeatedly crystallization process from 3 β-courage steroid-5; Separate and prepare high-content 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:
3 β-courage the steroid-5 that obtains with extraction separation in the yolk; 24-diene-3-alcohol bullion is a raw material, 3 β-courage steroid-5 wherein, and 24-diene-3-alcohol content is 40-70%; Major impurity is the grease and the triterpene alcohol of polar lipid acid, Fatty Alcohol(C12-C14 and C12-C18), sterol and low-pole.Crystallization may further comprise the steps:
(1) with 3 β-courage steroid-5,24-diene-3-alcohol bullion and polar solvent mix, 56-78 ℃ of dissolving down; Carry out crystallisation by cooling under stirring, rate of temperature fall is 1-5 ℃/hr, and crystallization temperature eventually is 20-40 ℃; Growing the grain 0.25-2hr; Through spinning, washing, get 3 β-courage steroid-5 after the crystal oven dry, 24-diene-3-alcohol crystallization work in-process.
(2) with 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process and weak polar solvent mix, 56-78 ℃ of dissolving down; Carry out crystallisation by cooling under stirring, rate of temperature fall is 1-5 ℃/hr, and crystallization temperature eventually is 20-50 ℃; Growing the grain 0.25-2hr; Through spinning, wash low-pole crystalline mother solution and crystal, after the crystal oven dry 3 β-courage steroid-5,24-diene-3-alcohol product.
(3) the low-pole crystalline mother solution is concentrated into 10-20L solvent/kg material, 56-78 ℃ of dissolving down carried out crystallisation by cooling under stirring; Rate of temperature fall is 1-5 ℃/hr; Crystallization temperature eventually is 20-50 ℃, and growing the grain 0.25-2hr is through spinning, washing; Get 3 β-courage steroid-5 after the crystal oven dry, 24-diene-3-alcohol product.
Said polar solvent is a kind of in tetramethylene sulfone, butanols, the ethanol or their mixture; Requirement according to product content and yield; Polar solvent and 3 β-courage steroid-5; The ratio of 24-diene-3-alcohol bullion can be adjusted, polar solvent that preferably obtains and 3 β-courage steroid-5, and the ratio of 24-diene-3-alcohol bullion is 5-15L solvent/kg bullion.
Said weak polar solvent is a kind of in acetone, ETHYLE ACETATE, hexane, sherwood oil, the octane; Requirement according to product content and yield; Weak polar solvent and 3 β-courage steroid-5; 24-diene-half-finished ratio of 3-alcohol can be adjusted, weak polar solvent that preferably obtains and 3 β-courage steroid-5, and 24-diene-half-finished ratio of 3-alcohol is 10-20L solvent/kg work in-process.
3 β-courage steroid-5 in the condition influence product of oven dry, 24-diene-3-alcohol content, according to 3 β-courage steroid-5, the stability of 24-diene-3-alcohol, said drying condition is that temperature is that 40-80 ℃, absolute pressure are less than 10KPa.
Described 3 β-courage steroid-5,24-diene-3-alcohol product content is greater than 90%.
Method 3 β provided by the invention-courage steroid-5, the yield of 24-diene-3-alcohol is greater than 70%.
The beneficial effect that the present invention has is:
(1) the present invention adopts 3 β that extraction separation obtains in the yolk-courage steroid-5, and 24-diene-3-alcohol bullion is a raw material, avoids some difficult separating impurity, simplifies separating technology.
(2) the inventive method adopts polar solvent and weak polar solvent secondary crystal method; Optionally removed 3 β-courage steroid-5 respectively, contained polarity and non polar impurities in 24-diene-3-alcohol bullion, thereby obtained highly purified 3 β-courage steroid-5; 24-diene-3-alcohol white crystal; 3 β-courage steroid-5,24-diene-3-alcohol purity accords with the demands of the market greater than 90%.
(3) 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 claims.
Embodiment 1:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (content 63%) and butanols are pressed 5L solvent/kg bullion, 65 ℃ of dissolvings down; Stir crystallisation by cooling down, rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 35 ℃; Growing the grain 1hr; Spinning, butanols washed twice, dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and acetone are pressed the half-finished mixed of 10L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 1hr; Spinning, washing with acetone twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 92%.The acetone crystalline mother solution is concentrated into 10L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 1hr; Get 3 β-courage steroid-5 after spinning, washing with acetone, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 90%.Total recovery is 85%.Said drying condition is that temperature is that 40 ℃, absolute pressure are less than 10KPa.
Embodiment 2:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (content 70%) and tetramethylene sulfone alcohol mixed solvent (9: 1, volume ratio) are pressed 5L solvent/kg bullion; Crystallisation by cooling is down stirred in 76 ℃ of dissolvings down, and rate of temperature fall is 2 ℃/hr; The whole temperature of crystallization is 30 ℃, growing the grain 2hr, spinning, mixed solvent washed twice; Dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and sherwood oil are pressed the half-finished mixed of 15L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 2hr; Spinning, petroleum ether twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 97%.The sherwood oil crystalline mother solution is concentrated into 15L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 2hr; Get 3 β-courage steroid-5 after spinning, petroleum ether, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 95%.Total recovery is 79%.Said drying condition is that temperature is that 60 ℃, absolute pressure are less than 8KPa.
Embodiment 3:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (content 40%) and ethanolic soln are pressed 15L solvent/kg bullion, 60 ℃ of dissolvings down; Stir crystallisation by cooling down, rate of temperature fall is 1 ℃/hr, and the whole temperature of crystallization is 25 ℃; Growing the grain 0.25hr; Spinning, washing with alcohol twice, dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and hexane are pressed the half-finished mixed of 15L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 40 ℃, growing the grain 0.25hr; Spinning, normal hexane washed twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 91%.The hexane crystalline mother solution is concentrated into 15L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 40 ℃, growing the grain 1hr; Get 3 β-courage steroid-5 after spinning, normal hexane washing, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 90%.Total recovery is 72%.Said drying condition is that temperature is that 70 ℃, absolute pressure are less than 10KPa.
Embodiment 4:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (69%) and tetramethylene sulfone butanols mixed solvent (8: 2, volume ratio) are pressed 5L solvent/kg bullion; Crystallisation by cooling is down stirred in 65 ℃ of dissolvings down, and rate of temperature fall is 1 ℃/hr; The whole temperature of crystallization is 25 ℃, growing the grain 1hr, spinning, mixed solvent washed twice; Dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and ETHYLE ACETATE are pressed the half-finished mixed of 10L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 45 ℃, growing the grain 1hr; Spinning, ETHYLE ACETATE washed twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 94%.The ETHYLE ACETATE crystalline mother solution is concentrated into 10L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 45 ℃, growing the grain 1hr; Get 3 β-courage steroid-5 after spinning, ETHYLE ACETATE washing, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 92%.Total recovery is 77%.Said drying condition is that temperature is that 70 ℃, absolute pressure are less than 8KPa.
Embodiment 5:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (content 63%) and butanols alcohol mixed solvent (5: 5, volume ratio) are pressed 5L solvent/kg bullion; Crystallisation by cooling is down stirred in 60 ℃ of dissolvings down, and rate of temperature fall is 2 ℃/hr; The whole temperature of crystallization is 30 ℃, growing the grain 1hr, spinning, mixed solvent washed twice; Dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and acetone are pressed the half-finished mixed of 20L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 1hr; Spinning, washing with acetone twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 96%.The acetone crystalline mother solution is concentrated into 20L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 30 ℃, growing the grain 1hr; Get 3 β-courage steroid-5 after spinning, washing with acetone, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 94%.Total recovery is 72%.Said drying condition is that temperature is that 80 ℃, absolute pressure are less than 10KPa.
Embodiment 6:
With 3 β-courage steroid-5, the mixed that 24-diene-3-alcohol bullion (content 49%) and tetramethylene sulfone are pressed 15L solvent/kg bullion, 80 ℃ of dissolvings down; Stir crystallisation by cooling down, rate of temperature fall is 5 ℃/hr, and the whole temperature of crystallization is 30 ℃; Growing the grain 0.5hr; Spinning, tetramethylene sulfone washed twice, dry 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process.Crystallization work in-process and octane are pressed the half-finished mixed of 20L solvent/kg, and crystallisation by cooling is down stirred in 60 ℃ of dissolvings down; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 25 ℃, growing the grain 0.5hr; Spinning, octane washed twice get 3 β-courage steroid-5 after the oven dry, 24-diene-3-alcohol product; 3 β-courage steroid-5,24-diene-3-alcohol purity is 91%.The octane crystalline mother solution is concentrated into 10L/kg, and crystallisation by cooling is stirred in dissolving in the time of 60 ℃; Rate of temperature fall is 2 ℃/hr, and the whole temperature of crystallization is 25 ℃, growing the grain 0.5hr; Get 3 β-courage steroid-5 after spinning, octane washing, the oven dry; 24-diene-3-alcohol product, 3 β-courage steroid-5,24-diene-3-alcohol purity is 90%.Total recovery is 77%.Said drying condition is that temperature is that 80 ℃, absolute pressure are less than 8KPa.
Claims (5)
1. solvent crystallization purifying 3 β-courage steroid-5; The method of 24-diene-3-alcohol; It is characterized in that: with 3 β-courage steroid-5 that extraction separation in the yolk obtains, 24-diene-3-alcohol bullion is a raw material, wherein 3 β-courage steroid-5; 24-diene-3-alcohol mass content is 40-70%, and may further comprise the steps:
(1) with 3 β-courage steroid-5,24-diene-3-alcohol bullion and polar solvent mix, 56-78 ℃ of dissolving down; Carry out crystallisation by cooling under stirring, rate of temperature fall is 1-5 ℃/hr, and crystallization temperature eventually is 20-40 ℃; Growing the grain 0.25-2hr; Through spinning, washing, get 3 β-courage steroid-5 after the crystal oven dry, 24-diene-3-alcohol crystallization work in-process; Described polar solvent is a kind of in tetramethylene sulfone, butanols, the ethanol or their mixture;
(2) with 3 β-courage steroid-5,24-diene-3-alcohol crystallization work in-process and weak polar solvent mix, 56-78 ℃ of dissolving down; Carry out crystallisation by cooling under stirring, rate of temperature fall is 1-5 ℃/hr, and crystallization temperature eventually is 20-50 ℃; Growing the grain 0.25-2hr; Through spinning, wash low-pole crystalline mother solution and crystal, after the crystal oven dry 3 β-courage steroid-5,24-diene-3-alcohol product; Described weak polar solvent is a kind of in acetone, ETHYLE ACETATE, hexane, sherwood oil, the octane;
(3) the low-pole crystalline mother solution is concentrated into 10-20L solvent/kg material, 56-78 ℃ of dissolving down carried out crystallisation by cooling under stirring; Rate of temperature fall is 1-5 ℃/hr; Crystallization temperature eventually is 20-50 ℃, and growing the grain 0.25-2hr is through spinning, washing; Get 3 β-courage steroid-5 after the crystal oven dry, 24-diene-3-alcohol product.
2. a kind of solvent crystallization purifying 3 β according to claim 1-courage steroid-5, the method for 24-diene-3-alcohol is characterized in that: said polar solvent and 3 β-courage steroid-5, the ratio of 24-diene-3-alcohol bullion is 5-15L solvent/kg bullion.
3. a kind of solvent crystallization purifying 3 β according to claim 1-courage steroid-5, the method for 24-diene-3-alcohol is characterized in that: described weak polar solvent and 3 β-courage steroid-5,24-diene-half-finished ratio of 3-alcohol is 10-20L solvent/kg work in-process.
4. a kind of solvent crystallization purifying 3 β according to claim 1-courage steroid-5, the method for 24-diene-3-alcohol is characterized in that: said drying condition is that temperature is that 40-80 ℃, absolute pressure are less than 10KPa.
5. a kind of solvent crystallization purifying 3 β according to claim 1-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 90%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100629802A CN101307086B (en) | 2008-07-17 | 2008-07-17 | Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100629802A CN101307086B (en) | 2008-07-17 | 2008-07-17 | Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101307086A CN101307086A (en) | 2008-11-19 |
| CN101307086B true CN101307086B (en) | 2012-11-14 |
Family
ID=40123787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008100629802A Active CN101307086B (en) | 2008-07-17 | 2008-07-17 | Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101307086B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103773832B (en) * | 2013-12-31 | 2016-07-06 | 山东赛托生物科技股份有限公司 | Method and the technique of 4-AD is extracted from plant sterol aqueous phase fermentation liquid |
| CN113735931B (en) * | 2021-08-27 | 2022-06-14 | 浙江花园营养科技有限公司 | Method for separating cholesterol and 24-dehydrocholesterol by complexing crystallization |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1594350A (en) * | 2004-06-24 | 2005-03-16 | 浙江大学 | Method for separating and extracting cholesterol from lanolin |
-
2008
- 2008-07-17 CN CN2008100629802A patent/CN101307086B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1594350A (en) * | 2004-06-24 | 2005-03-16 | 浙江大学 | Method for separating and extracting cholesterol from lanolin |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101307086A (en) | 2008-11-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110003071B (en) | Industrial method for quickly and efficiently extracting lutein and quercetagetin | |
| CN106977582A (en) | A kind of method of Hydrolysis kinetics phytosterol in deodorization distillate | |
| CN102453011A (en) | Preparation method of high-purity naringenin | |
| CN101307086B (en) | Process for purifying 3beta-cholest-5,24-diene-3-alcohol y solvent crystallization method | |
| CN100457770C (en) | Process of refining calcium dibutyryl adenosine cyclophosphate | |
| CN101747185B (en) | Method for separating saturated fatty acid methyl ester from biodiesel | |
| CN100506762C (en) | Purification method of beta-methylnaphthalene | |
| CN106883227B (en) | The method for preparing ergometrine by ergot fermentation waste | |
| US20220204522A1 (en) | Process for separating and purifying artemisinin | |
| CN111018939A (en) | Rapid refining method of tea saponin | |
| CN101648957B (en) | Preparation method of sesamin phenol | |
| CN114213496B (en) | Method for separating lanosterol and dihydro lanosterol | |
| CN102321143A (en) | Method for preparing high-purity betulin | |
| CN101870704A (en) | Method for purifying cefotetan acid crude products | |
| CN114478530A (en) | Method for extracting high-content theobromine from cocoa beans | |
| CN106905145A (en) | A kind of preparation method of high-purity crocetin | |
| CN108299538B (en) | Method for removing isoursodesoxycholic acid in duck bile | |
| CN101830947A (en) | Method for making high-content rebaudioside-A stevioside | |
| CN102350091B (en) | Method for separating aliphatic acid plant sterol ester crude product by composite extractant | |
| CN106946905B (en) | A kind of production method of mibemycin | |
| CN107056605B (en) | Method for separating unsaturated fatty acid and phytosterol from gardner seed oil | |
| CN107011403B (en) | A kind of preparation method for improving cholesterol purity | |
| CN108752408B (en) | Method for recovering and refining androstenedione from solid leftovers of androstenedione prepared by microbial method | |
| CN110256189A (en) | The technique of lycopene is extracted from tomato peel | |
| CN1743338A (en) | Method for preparing diammonium glycyrhetate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C41 | Transfer of patent application or patent right or utility model | ||
| TA01 | Transfer of patent application right |
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 |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |