CN103102267B - A kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate - Google Patents
A kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate Download PDFInfo
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- CN103102267B CN103102267B CN201110355009.0A CN201110355009A CN103102267B CN 103102267 B CN103102267 B CN 103102267B CN 201110355009 A CN201110355009 A CN 201110355009A CN 103102267 B CN103102267 B CN 103102267B
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- behenic acid
- glyceryl behenate
- glycerine
- pharmaceutic adjuvant
- esterification
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- OKMWKBLSFKFYGZ-UHFFFAOYSA-N 1-behenoylglycerol Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO OKMWKBLSFKFYGZ-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 229940049654 glyceryl behenate Drugs 0.000 title claims abstract description 33
- 239000000546 pharmaceutical excipient Substances 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims abstract description 68
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 42
- 235000021357 Behenic acid Nutrition 0.000 claims abstract description 34
- 229940116226 behenic acid Drugs 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 24
- 235000011187 glycerol Nutrition 0.000 claims abstract description 21
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 17
- 238000005886 esterification reaction Methods 0.000 claims abstract description 13
- 239000008213 purified water Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 230000032050 esterification Effects 0.000 claims abstract description 10
- 230000018044 dehydration Effects 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 238000002425 crystallisation Methods 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 238000007605 air drying Methods 0.000 claims description 10
- 230000035484 reaction time Effects 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 3
- 238000001953 recrystallisation Methods 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 20
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- 238000003786 synthesis reaction Methods 0.000 abstract description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract description 4
- 239000007810 chemical reaction solvent Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000000746 purification Methods 0.000 abstract description 2
- 239000011973 solid acid Substances 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- 239000002253 acid Substances 0.000 description 18
- 238000005481 NMR spectroscopy Methods 0.000 description 16
- 238000005100 correlation spectroscopy Methods 0.000 description 16
- 150000002148 esters Chemical class 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 229910000831 Steel Inorganic materials 0.000 description 8
- 238000012790 confirmation Methods 0.000 description 8
- 150000005690 diesters Chemical class 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 8
- 125000005456 glyceride group Chemical group 0.000 description 8
- 238000007127 saponification reaction Methods 0.000 description 8
- 239000010959 steel Substances 0.000 description 8
- 238000010792 warming Methods 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 230000001276 controlling effect Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- DMBUODUULYCPAK-UHFFFAOYSA-N 1,3-bis(docosanoyloxy)propan-2-yl docosanoate Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCCCC DMBUODUULYCPAK-UHFFFAOYSA-N 0.000 description 2
- QHZLMUACJMDIAE-UHFFFAOYSA-N 1-monopalmitoylglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- VTDOEFXTVHCAAM-UHFFFAOYSA-N 4-methylpent-3-ene-1,2,3-triol Chemical compound CC(C)=C(O)C(O)CO VTDOEFXTVHCAAM-UHFFFAOYSA-N 0.000 description 1
- -1 acetonylidene glyceryl Chemical group 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003405 delayed action preparation Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229940068939 glyceryl monolaurate Drugs 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- DCBSHORRWZKAKO-UHFFFAOYSA-N rac-1-monomyristoylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)CO DCBSHORRWZKAKO-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Abstract
The present invention relates to pharmaceutical synthesis field, relate to a kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate particularly.Method according to the present invention comprises step: (1) adds behenic acid in the reactor and glycerine stirs; (2) directly intensification dehydration esterification reaction; (3) activated carbon decolorizing, filtered while hot is added; (4) purified water crystallisation by cooling is added, centrifugal, dry, pulverize and obtain pharmaceutic adjuvant grade Glyceryl Behenate.The present invention adopts behenic acid and the esterification of glycerine Direct Dehydration to prepare Glyceryl Behenate, adds catalyzer during without the need to reacting as esterification, as: the vitriol oil, tosic acid, solid acid etc.; Also without the need to adding other reaction solvent; In addition product purification more for convenience.This technique " three wastes " produces few, and simple to operate, yield can reach more than 89%, and suitability for industrialized is produced, and quality can the requirement of fulfilling medicinal auxiliary material level.
Description
Technical field
The present invention relates to pharmaceutical synthesis field, relate to a kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate particularly.
Background technology
Glyceryl Behenate is nonionogenic tenside, has emulsification, dispersion, froth breaking and lubrication; Can be used as emulsifying agent and emulsion stabilizer, for the preparation of emulsion, ointment, salve.Glyceryl Behenate main application is in a medicament used as lubricant in tablet, pill, granule and capsule manufacture; Make dispersion agent, also have been widely used in solid, semisolid and liquid preparation; Also can be used for slow releasing tablet, and as the skeleton of water-soluble drug sustained-release preparation.
The method of current synthesis Glyceryl Behenate has: 1, react obtained isopropylidene glycerol-4-methanol with glycerine and acetone, the different acetonylidene glyceryl ester of behenic acid is reacted to obtain again with behenic acid, single Glyceryl Behenate (universal will, Huang Tianhe by its hydrolysis further, " study on the synthesis of single Glyceryl Behenate ", " chemical reagent ", 2009,31); 2, with the one-pot synthesis of acetone protection; namely obtained isopropylidene glycerine is reacted by glycerine and acetone; under Catalyzed by p-Toluenesulfonic Acid effect, prepare glyceryl monolaurate, single tetradecanoic acid glyceryl ester, monopalmitin, glyceryl monostearate with fatty acid response, (Gu Yujie, horse are firm for single Glyceryl Behenate 5 kinds of monoglycerides; " synthesizing series high purity monoglyceride "; " daily chemical industry "; 2006,36).
Above-mentioned synthetic method is all the single Glyceryl Behenate of synthesis or mixing Glyceryl Behenate, and pharmaceutical grade Glyceryl Behenate is a kind of mixture containing behenic acid monoglyceride, dibasic acid esters and three esters, wherein single Glyceryl Behenate content should 12% ~ 18%, and acid number must below 4.Therefore, above-mentioned literature method can not be used for directly preparing pharmaceutic adjuvant grade Glyceryl Behenate.
Have no document and the patent report of pharmaceutical grade Glyceryl Behenate production technique at present both at home and abroad, only have the synthesis of similar derivatives.
Summary of the invention
The present inventor proposes to solve the problem and completes the present invention.
Object of the present invention is for providing a kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate.
According to the preparation method of pharmaceutic adjuvant grade Glyceryl Behenate of the present invention, said method comprising the steps of:
(1) add behenic acid in the reactor and glycerine stirs, wherein, the molar ratio of behenic acid and glycerine is 1 ~ 2.5: 1;
(2) directly intensification dehydration esterification reaction, do not need catalyzer, temperature of reaction is 105 ~ 200 DEG C, and the reaction times is 5-12 hour;
(3) activated carbon decolorizing, filtered while hot is added;
(4) crystallisation by cooling, centrifugal, dry, pulverize and obtain pharmaceutic adjuvant grade Glyceryl Behenate.
The present invention is with behenic acid and glycerine for raw material, and Direct Dehydration esterification obtains the requirement of pharmaceutic adjuvant grade Glyceryl Behenate, and its reaction scheme is as follows:
According to method of the present invention, wherein, in the esterification process of step (1), the molar ratio of behenic acid and glycerine is 1.35 ~ 1.9: 1, is preferably 1.6 ~ 1.9: 1.Behenic acid and glycerine ratio control can produce the qualified product of behenic acid monoglyceride content well at the process conditions.
According to method of the present invention, wherein, in step (2) directly intensification dehydration esterification, temperature of reaction is 120 ~ 180 DEG C, is preferably 140 ~ 160 DEG C; Reaction times is 6-10 hour, is preferably 7-8 hour.High temperature dehydration esterification temperature is too high can affect product color, and too low then reaction not exclusively.
According to power method of the present invention, wherein, in step (3), the gac adding behenic acid weight ratio 1% decolours, and elimination discoloring agent gac should be while hot.
According to method of the present invention, wherein, in step (4), add the purified water cooling crystallization of behenic acid weight 2 ~ 5 times amount, be preferably 3 ~ 4 times amount, purified water is good.
According to method of the present invention, wherein, the recrystallization temperature of step (4) is 10 ~ 40 DEG C, is preferably 20 ~ 30 DEG C.
The consumption of gac is too low can affect product color, does not reach decolorizing effect.As consumption is too high, then adsorb excessive, yield reduces.
According to method of the present invention, wherein, normal pressure forced air drying is selected during drying in step (4).
The present invention adopts behenic acid and the esterification of glycerine Direct Dehydration to prepare Glyceryl Behenate, adds catalyzer during without the need to reacting as esterification, as: the vitriol oil, tosic acid, solid acid etc.; Also without the need to adding other reaction solvent; In addition product purification more for convenience.This technique " three wastes " produces few, and simple to operate, yield can reach more than 89%, and suitability for industrialized is produced, and quality can the requirement of fulfilling medicinal auxiliary material level.
Embodiment
Embodiment 1
50.1kg behenic acid and 13.5kg glycerine (mol ratio is 1: 1) is dropped in glassed steel reaction vessels, be warming up to 105 DEG C of dehydration reactions 10 hours (to control acid number < 4.0=, add 5.0kg activated carbon decolorizing, filtered while hot, 250.0kg purified water is added in filtrate, be cooled to 40 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 57.2kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 89.9%.Acid number 1.7; Saponification value 147.3; Behenic acid direactive glyceride 17.8% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 2
50.0kg behenic acid and 10.0kg glycerine (mol ratio is 1.35: 1) is dropped in glassed steel reaction vessels, be warming up to 120 DEG C of dehydration reactions 8 hours (to control acid number < 4.0=, add 5.0kg activated carbon decolorizing, filtered while hot, 200.0kg purified water is added in filtrate, be cooled to 30 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 54.5kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 90.8%.Acid number 2.5; Saponification value 150.6; Behenic acid direactive glyceride 16.1% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 3
51.2kg behenic acid and 8.6kg glycerine (mol ratio is 1.6: 1) is dropped in glassed steel reaction vessels, be warming up to 140 DEG C of dehydration reactions 8 hours (controlling acid number < 4.0), add 5.1kg activated carbon decolorizing, filtered while hot, 150.0kg purified water is added in filtrate, be cooled to 20 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 54.8kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 91.6%.Acid number 2.6; Saponification value 154.5; Behenic acid direactive glyceride 15.3% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 4
50.5kg behenic acid and 7.2kg glycerine (mol ratio is 1.9: 1) is dropped in glassed steel reaction vessels, be warming up to 160 DEG C of dehydration reactions 7 hours (to control acid number < 4.0=, add 5.0kg activated carbon decolorizing, filtered while hot, 128.0kg purified water is added in filtrate, be cooled to 10 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 52.6kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 911%.White powder; Fusing point 69.5 DEG C ~ 72.1 DEG C; Acid number 3.1; Saponification value 155.1; Behenic acid direactive glyceride 14.8% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 5
51.0kg behenic acid and 6.6kg glycerine (mol ratio is 2.1: 1) is dropped in glassed steel reaction vessels, be warming up to 180 DEG C of dehydration reactions 8 hours (controlling acid number < 4.0), add 5.0kg activated carbon decolorizing, filtered while hot, 120.0kg purified water is added in filtrate, be cooled to 20 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 51.8kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 90%.Acid number 2.5; Saponification value 158.5; Behenic acid direactive glyceride 14.6% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 6
50.1kg behenic acid and 5.4kg glycerine (mol ratio is 2.5: 1) is dropped in glassed steel reaction vessels, be warming up to 200 DEG C of dehydration reactions 6 hours (controlling acid number < 4.0), add 5.0kg activated carbon decolorizing, filtered while hot, 100.0kg purified water is added in filtrate, be cooled to 25 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 50.6kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 91%.Acid number 3.5; Saponification value 160.5; Behenic acid direactive glyceride 13.5% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 7
51.5kg behenic acid and 8.5kg glycerine (mol ratio is 1.6: 1) is dropped in glassed steel reaction vessels, be warming up to 140 DEG C of dehydration reactions 5 hours (controlling acid number < 4.0), add 5.1kg activated carbon decolorizing, filtered while hot, 130.0kg purified water is added in filtrate, be cooled to 25 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 52.9kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 88.0%.Acid number 3.4; Saponification value 156.5; Behenic acid direactive glyceride 14.5% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Embodiment 8
51.7kg behenic acid and 8.6kg glycerine (mol ratio is 1.6: 1) is dropped in glassed steel reaction vessels, be warming up to 140 DEG C of dehydration reactions 12 hours (to control acid number < 4.0=, add 5.1kg activated carbon decolorizing, filtered while hot, 130.0kg purified water is added in filtrate, be cooled to 25 DEG C of crystallizatioies 24 hours, centrifugal rejection filter, forced air drying, pulverize, cross 80 mesh sieves, obtain 50.7kg pharmaceutic adjuvant grade Glyceryl Behenate, molar yield: 84.0%.Acid number 2.1; Saponification value 158.5; Behenic acid direactive glyceride 15.3% (by 2010 editions Chinese Pharmacopoeia two ministerial standard tests), warp
1h-NMR;
13c-NMR; C-H Correlated Spectroscopy; Long-range C-H Correlated Spectroscopy confirmation is the mixture of monoesters, diester, three esters.
Claims (8)
1. a preparation method for pharmaceutic adjuvant grade Glyceryl Behenate, is characterized in that, said method comprising the steps of:
(1) add behenic acid in the reactor and glycerine stirs, wherein, the molar ratio of behenic acid and glycerine is 1.35 ~ 1.9:1;
(2) directly intensification dehydration esterification reaction, temperature of reaction is 120 ~ 180 DEG C, and the reaction times is 6-10 hour;
(3) gac adding behenic acid weight ratio 1% carries out decolouring, filtered while hot;
(4) crystallisation by cooling, centrifugal, dry, pulverize and obtain pharmaceutic adjuvant grade Glyceryl Behenate.
2. method according to claim 1, is characterized in that, in the esterification process of step (1), the molar ratio of behenic acid and glycerine is 1.6 ~ 1.9:1.
3. method according to claim 1, is characterized in that, in step (2) directly intensification dehydration esterification, temperature of reaction is 140 ~ 160 DEG C, and the reaction times is 7-8 hour.
4. according to method according to claim 1, it is characterized in that, in step (4), add the purified water cooling crystallization of behenic acid weight 2 ~ 5 times amount.
5. method according to claim 4, is characterised in that, in step (4), adds the purified water cooling crystallization of behenic acid weight 3 ~ 4 times amount.
6. according to method according to claim 1, it is characterized in that, the recrystallization temperature of step (4) is 10 ~ 40 DEG C.
7. according to method according to claim 6, it is characterized in that, the recrystallization temperature of step (4) is 20 ~ 30 DEG C.
8. method according to claim 1, is characterized in that, selects normal pressure forced air drying time dry in step (4).
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| CN201110355009.0A CN103102267B (en) | 2011-11-10 | 2011-11-10 | A kind of preparation method of pharmaceutic adjuvant grade Glyceryl Behenate |
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| CN104557525B (en) * | 2013-10-21 | 2019-01-04 | 广东东阳光药业有限公司 | A kind of preparation method of ester |
| CN107417522B (en) * | 2017-05-22 | 2020-11-06 | 武汉桀升生物科技有限公司 | Method for catalytically synthesizing glyceryl behenate used as pharmaceutical adjuvant |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098706A (en) * | 1975-05-07 | 1978-07-04 | Sapchim-Fournier-Cimag | Lubricating agents for thermoplastic materials and process for preparing the same |
| CN101495538A (en) * | 2006-07-28 | 2009-07-29 | 日清奥利友集团株式会社 | Esterification reaction product, gelling agent containing the product, and cosmetic preparation containing them |
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- 2011-11-10 CN CN201110355009.0A patent/CN103102267B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098706A (en) * | 1975-05-07 | 1978-07-04 | Sapchim-Fournier-Cimag | Lubricating agents for thermoplastic materials and process for preparing the same |
| CN101495538A (en) * | 2006-07-28 | 2009-07-29 | 日清奥利友集团株式会社 | Esterification reaction product, gelling agent containing the product, and cosmetic preparation containing them |
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Denomination of invention: Preparation method of pharmaceutic adjuvant grade Glyceryl Behenate Effective date of registration: 20171108 Granted publication date: 20150805 Pledgee: Shangli Jiangxi rural commercial bank Limited by Share Ltd. Pledgor: JIANGXI ALPHA HI-TECH PHARMACEUTICAL Co.,Ltd. Registration number: 2017360000023 |
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Denomination of invention: Preparation method of pharmaceutic adjuvant grade Glyceryl Behenate Effective date of registration: 20191224 Granted publication date: 20150805 Pledgee: Shangli Jiangxi rural commercial bank Limited by Share Ltd. Pledgor: JIANGXI ALPHA HI-TECH PHARMACEUTICAL Co.,Ltd. Registration number: Y2019980001253 |
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Denomination of invention: Preparation method of medicinal auxiliary material grade behenic acid glyceride Effective date of registration: 20211215 Granted publication date: 20150805 Pledgee: Shangli Jiangxi rural commercial bank Limited by Share Ltd. Pledgor: JIANGXI ALPHA HI-TECH PHARMACEUTICAL Co.,Ltd. Registration number: Y2021980015254 |
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Denomination of invention: A preparation method of medical excipient behenic acid glyceride Effective date of registration: 20221227 Granted publication date: 20150805 Pledgee: Shangli Jiangxi rural commercial bank Limited by Share Ltd. Pledgor: JIANGXI ALPHA HI-TECH PHARMACEUTICAL Co.,Ltd. Registration number: Y2022980029287 |
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Denomination of invention: Preparation method of a medicinal excipient grade glyceryl valerate Effective date of registration: 20231206 Granted publication date: 20150805 Pledgee: Shangli Jiangxi rural commercial bank Limited by Share Ltd. Pledgor: JIANGXI ALPHA HI-TECH PHARMACEUTICAL Co.,Ltd. Registration number: Y2023980069762 |
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