CN102304134B - Process method for extracting dihydroartemisinin from waste mother liquor in production of dihydroartemisinin - Google Patents
Process method for extracting dihydroartemisinin from waste mother liquor in production of dihydroartemisinin Download PDFInfo
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- CN102304134B CN102304134B CN 201010226617 CN201010226617A CN102304134B CN 102304134 B CN102304134 B CN 102304134B CN 201010226617 CN201010226617 CN 201010226617 CN 201010226617 A CN201010226617 A CN 201010226617A CN 102304134 B CN102304134 B CN 102304134B
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- Prior art keywords
- mother liquor
- dihydroarteannuin
- dihydroartemisinin
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- process method
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- 239000012452 mother liquor Substances 0.000 title claims abstract description 18
- 239000002699 waste material Substances 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title abstract description 9
- BJDCWCLMFKKGEE-ISOSDAIHSA-N artenimol Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2O[C@H](O)[C@@H]4C BJDCWCLMFKKGEE-ISOSDAIHSA-N 0.000 title abstract 4
- 229960002521 artenimol Drugs 0.000 title abstract 4
- 229930016266 dihydroartemisinin Natural products 0.000 title abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000013078 crystal Substances 0.000 claims abstract description 10
- 238000000605 extraction Methods 0.000 claims abstract description 9
- 238000002425 crystallisation Methods 0.000 claims abstract description 8
- 230000008025 crystallization Effects 0.000 claims abstract description 8
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 239000000706 filtrate Substances 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 238000001291 vacuum drying Methods 0.000 claims abstract description 6
- 238000009461 vacuum packaging Methods 0.000 claims abstract description 6
- 238000002386 leaching Methods 0.000 claims abstract description 3
- 229930187998 Dihydroarteannuin Natural products 0.000 claims description 23
- 239000007788 liquid Substances 0.000 claims description 9
- 238000003672 processing method Methods 0.000 claims description 6
- BLUAFEHZUWYNDE-NNWCWBAJSA-N artemisinin Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(=O)[C@@H]4C BLUAFEHZUWYNDE-NNWCWBAJSA-N 0.000 claims description 5
- 229960004191 artemisinin Drugs 0.000 claims description 5
- 229930101531 artemisinin Natural products 0.000 claims description 5
- 238000001953 recrystallisation Methods 0.000 claims description 5
- 239000000284 extract Substances 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 4
- 238000004321 preservation Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 238000010612 desalination reaction Methods 0.000 claims description 2
- 239000002689 soil Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 6
- 239000007864 aqueous solution Substances 0.000 abstract description 2
- 238000011033 desalting Methods 0.000 abstract description 2
- 239000000047 product Substances 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract 2
- 239000005457 ice water Substances 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 238000004806 packaging method and process Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
Landscapes
- Medicines Containing Plant Substances (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
The invention relates to a process method for extracting dihydroartemisinin from waste mother liquor in production of dihydroartemisinin. The process method is characterized by comprising the following steps of: a, concentration: mixing all waste mother liquor in production, and concentrating at 60 DEG C until the volume is 1/20 of the original volume; b, desalting: quickly cooling, adding ice water in an amount which is about 1/5 of the volume of the mother liquor, performing centrifugal filtration with stirring, discarding filtrate, and repeating the step for four times; c, extraction: adding pure water in an amount which is about 10 times weight of coarse crystals, adding equivoluminal chloroform, extracting for three times, concentrating until crystals are separated out, cooling to 0 DEG C for crystallization, and repeating the step once more; d, salt leaching: putting the crystals into a centrifuge, rotating the centrifuge at a speed of 200 rpm, adding ice water in an amount which is 10 times weight of the crystals, performing centrifugal filtration, discarding filtrate, adding a small amount of methanol before the rotation is stopped, dissolving a dry product by using an aqueous solution of NaOH, and controlling the pH value to be 7-9; and e, drying and packaging: performing vacuum drying at the temperature of between 50 and 60DEG C, and performing vacuum packaging. By the process method, production cost is saved, and enterprise benefit is improved.
Description
Technical field
The present invention relates to extract the processing method of dihydroarteannuin from produce the dihydroarteannuin waste mother liquor.
Background technology
In the process of utilizing the synthetic dihydroarteannuin of Artemisinin, can produce a large amount of waste mother liquors, in the preparation feedback take methyl alcohol as solution, the main component of waste mother liquor is methyl alcohol.Wherein except a large amount of methyl alcohol and inorganic salt, also contain the dihydroarteannuin of certain content.If utilize traditional technology, can't obtain the high dihydroarteannuin of purity, in the technical study of preparation dihydroarteannuin, domestic a lot of manufacturing enterprise just abandons after with Methanol Recovery, does not further separate dihydroarteannuin, and this must cause the waste of resource, utilize the waste mother liquor that produces in production process, produce the dihydroarteannuin rate, directly related enterprise production cost does the high performance of enterprises.
Summary of the invention
The problem to be solved in the present invention is to provide a kind of processing method of extracting dihydroarteannuin from produce the dihydroarteannuin waste mother liquor.
The present invention extracts the processing method of dihydroarteannuin from produce the dihydroarteannuin waste mother liquor, it is characterized in that including following steps:
A. concentrated: as to merge all waste mother liquors in production, be concentrated into 1/20 of original volume under 60 ℃ of conditions;
B. desalination: the cooling of fast speed, add approximately 1/5 frozen water of mother liquor volume, stir centrifuging, discard filtrate, repeat four times;
C. extraction: add the pure water of 10 times of about coarse crystallization, then add isopyknic chloroform extraction three times, be concentrated into crystal and separate out, be cooled to crystallization under 0 ℃ of condition; Recrystallization once again;
D. the desalinization of soil by flooding or leaching: crystal is put into whizzer, rotate whizzer with the speed of 200 rev/mins, add simultaneously the frozen water of 10 times of crystallizations, centrifuging discards filtered liquid; Add a little methyl alcohol before stopping operating; With NaOH aqueous solution dissolving dry product, controlling the ph value is 7-9;
E. baking is wrapped: vacuum-drying under 50 ℃ of-60 ℃ of conditions, vacuum packaging.
The present invention extracts the processing method of dihydroarteannuin from produce the dihydroarteannuin waste mother liquor, desalting by pure water adds the centrifugal technology that desalts, and in the extraction waste mother liquor, dihydroarteannuin solution saves production cost, and does the high performance of enterprises.
Embodiment
Embodiment 1,
1, merge mother liquor 10L take the 1KG Artemisinin as the raw material production dihydroarteannuin, be concentrated into the 500ml of original volume under 60 ℃ of conditions.
2, pass into frozen water in the chuck of reactor, the cooling of fast speed adds the 2L frozen water in reactor, stirs 10 minutes, and centrifuging discards filtrate, repeats four times.
3, add the 1L pure water, add the 1L chloroform extraction three times, be concentrated into the 340ml of original nut liquid volume, be placed in crystallization under 0 ℃ of condition, recrystallization once.
4, crystal is put into whizzer, rotate whizzer with the speed of 200 rev/mins, add simultaneously the 9L frozen water, centrifuging discards filtered liquid.Add 200ml methyl alcohol before stopping operating.
5, detect with high performance liquid phase, purity is 98.2%, vacuum-drying under 50-60 ℃ of condition, the 74.7g that weighs, vacuum packaging, 20 ℃ of room temperature preservations.
Embodiment 2:
1, merge mother liquor 100L take the 10KG Artemisinin as the raw material production dihydroarteannuin, be concentrated into the 5L of original volume under 60 ℃ of conditions.
2, pass into frozen water in the chuck of reactor, the cooling of fast speed adds the 20L frozen water in reactor, stirs 18 minutes, and centrifuging discards filtrate, repeats four times.
3, add the 11L pure water, add the 11L chloroform extraction three times, be concentrated into the 3.5L of original nut liquid volume, be placed in crystallization under 0 ℃ of condition, recrystallization once.
4, crystal is put into whizzer, rotate whizzer with the speed of 200 rev/mins, add simultaneously the 110L frozen water, centrifuging discards filtered liquid.Add 3L methyl alcohol before stopping operating.
5, detect with high performance liquid phase, purity is 98.6%, vacuum-drying under 50-60 ℃ of condition, the 831.7g that weighs, vacuum packaging, 20 ℃ of room temperature preservations.
Embodiment 3:
1, merge mother liquor 200L take the 20KG Artemisinin as the raw material production dihydroarteannuin, be concentrated into the 11L of original volume under 60 ℃ of conditions.
2, pass into frozen water in the chuck of reactor, the cooling of fast speed adds the 40L frozen water in reactor, stirs 20 minutes, and centrifuging discards filtrate, repeats four times.
3, add the 20L pure water, add the 20L chloroform extraction three times, be concentrated into the 7L of original nut liquid volume, be placed in crystallization under 0 ℃ of condition, recrystallization once.
4, crystal is put into whizzer, rotate whizzer with the speed of 200 rev/mins, add simultaneously the 200L frozen water, centrifuging discards filtered liquid.Add 6.5L methyl alcohol before stopping operating.
5, detect with high performance liquid phase, purity is 98.1%, vacuum-drying under 50-60 ℃ of condition, the 1694.1g that weighs, vacuum packaging, 20 ℃ of room temperature preservations.
Claims (1)
1. extract the processing method of dihydroarteannuin from produce the dihydroarteannuin waste mother liquor, it is characterized in that including that following steps: a. is concentrated: merge the mother liquor 10L take the 1KG Artemisinin as the raw material production dihydroarteannuin, be concentrated into the 500ml of original volume under 60 ℃ of conditions;
B. desalination: pass into frozen water in the chuck of reactor, the cooling of fast speed adds the 2L frozen water in reactor, stirs 10 minutes, and centrifuging discards filtrate, repeats four times;
C. extraction: add the 1L pure water, add the 1L chloroform extraction three times, be concentrated into 340 ml of original nut liquid volume, be placed in crystallization under 0 ℃ of condition, then recrystallization once;
D. the desalinization of soil by flooding or leaching: crystal is put into whizzer, rotate whizzer with the speed of 200 rev/mins, add simultaneously the 9L frozen water, centrifuging discards filtered liquid, adds 200 ml methyl alcohol before stopping operating;
E. baking is wrapped: detect with high performance liquid phase, purity is 98.2%, vacuum-drying under 50-60 ℃ of condition, the 74.7g that weighs, vacuum packaging, 20 ℃ of room temperature preservations.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010226617 CN102304134B (en) | 2010-07-10 | 2010-07-10 | Process method for extracting dihydroartemisinin from waste mother liquor in production of dihydroartemisinin |
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201010226617 CN102304134B (en) | 2010-07-10 | 2010-07-10 | Process method for extracting dihydroartemisinin from waste mother liquor in production of dihydroartemisinin |
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| CN102304134A CN102304134A (en) | 2012-01-04 |
| CN102304134B true CN102304134B (en) | 2013-06-26 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103524527A (en) * | 2013-10-25 | 2014-01-22 | 广州合诚三先生物科技有限公司 | Method for simultaneously extracting arteannuic acid and dihydroarteannuic acid from liquid waste after separation of artemisinin |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102634554A (en) * | 2012-04-14 | 2012-08-15 | 向华 | Method for efficiently converting artemisinin from waste mother liquor after artemisinin separation |
| CN104910173A (en) * | 2015-06-12 | 2015-09-16 | 重庆华方武陵山制药有限公司 | Treatment method for artesunate crystallization mother liquid |
| CN106543198A (en) * | 2016-08-31 | 2017-03-29 | 重庆华方武陵山制药有限公司 | A kind of method that dihydroartemisinine is reclaimed in the crystallization from artesunate mother liquor |
| CN107522712A (en) * | 2017-06-30 | 2017-12-29 | 禹州市天源生物科技有限公司 | A kind of production technology for synthesizing dihydroartemisinine waste mother liquor extraction dihydroartemisinine |
| CN111499651A (en) * | 2019-01-30 | 2020-08-07 | 昆药集团股份有限公司 | Dihydroartemisinin Form A crystal Form and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1132207A (en) * | 1995-03-25 | 1996-10-02 | 中国科学院上海药物研究所 | Method for prepn. of dihydro arteannuin |
| US20030181513A1 (en) * | 2002-03-25 | 2003-09-25 | Council Of Scientific & Industrial Research | Single pot conversion of artemisinin into artemether |
-
2010
- 2010-07-10 CN CN 201010226617 patent/CN102304134B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1132207A (en) * | 1995-03-25 | 1996-10-02 | 中国科学院上海药物研究所 | Method for prepn. of dihydro arteannuin |
| US20030181513A1 (en) * | 2002-03-25 | 2003-09-25 | Council Of Scientific & Industrial Research | Single pot conversion of artemisinin into artemether |
Non-Patent Citations (4)
| Title |
|---|
| A. Brossi,等.Arteether, a New Antimalarial Drug: Synthesis and Antimalarial Properties.《Journal of Medicinal Chemistry》.1988,第31卷(第3期),第648页第2栏第3段. * |
| A.Brossi，等.Arteether a New Antimalarial Drug: Synthesis and Antimalarial Properties.《Journal of Medicinal Chemistry》.1988 |
| Lai-King Sy,等.Synthesis of 6,7-dehydroartemisinic acid.《Journal of the Chemical Society,Perkin Transaction 1》.2001,(第19期),第2426页第2栏第2段至第2427页第1栏第1段. * |
| Lai-KingSy，等.Synthesisof6 7-dehydroartemisinic acid.《Journal of the Chemical Society，Perkin Transaction 1》.2001 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103524527A (en) * | 2013-10-25 | 2014-01-22 | 广州合诚三先生物科技有限公司 | Method for simultaneously extracting arteannuic acid and dihydroarteannuic acid from liquid waste after separation of artemisinin |
| CN103524527B (en) * | 2013-10-25 | 2015-09-16 | 广州合诚三先生物科技有限公司 | A kind of method simultaneously extracting arteannuinic acid and dihydroartemisinic acid from the rear waste liquid of Artemisinin separation |
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| CN102304134A (en) | 2012-01-04 |
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