CN117534638A - Preparation method of vitamin C calcium salt - Google Patents
Preparation method of vitamin C calcium salt Download PDFInfo
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- CN117534638A CN117534638A CN202311428948.2A CN202311428948A CN117534638A CN 117534638 A CN117534638 A CN 117534638A CN 202311428948 A CN202311428948 A CN 202311428948A CN 117534638 A CN117534638 A CN 117534638A
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- China
- Prior art keywords
- vitamin
- calcium salt
- calcium
- preparation
- crude
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- RGJHWLDSRIHFKY-FWCDDDAWSA-L calcium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2h-furan-3-olate;dihydrate Chemical compound O.O.[Ca+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] RGJHWLDSRIHFKY-FWCDDDAWSA-L 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 23
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims abstract description 22
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229930003268 Vitamin C Natural products 0.000 claims abstract description 21
- 235000019154 vitamin C Nutrition 0.000 claims abstract description 21
- 239000011718 vitamin C Substances 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- 238000001914 filtration Methods 0.000 claims abstract description 16
- 239000000047 product Substances 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 230000008569 process Effects 0.000 claims abstract description 12
- 229910000019 calcium carbonate Inorganic materials 0.000 claims abstract description 11
- 239000007921 spray Substances 0.000 claims abstract description 11
- 239000000463 material Substances 0.000 claims abstract description 10
- 238000007670 refining Methods 0.000 claims abstract description 10
- 238000007789 sealing Methods 0.000 claims abstract description 9
- 238000001291 vacuum drying Methods 0.000 claims abstract description 9
- 238000004537 pulping Methods 0.000 claims abstract description 8
- 238000001035 drying Methods 0.000 claims abstract description 6
- 239000000706 filtrate Substances 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 238000004321 preservation Methods 0.000 claims abstract description 3
- BLORRZQTHNGFTI-ZZMNMWMASA-L calcium-L-ascorbate Chemical compound [Ca+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] BLORRZQTHNGFTI-ZZMNMWMASA-L 0.000 claims description 8
- 235000010376 calcium ascorbate Nutrition 0.000 claims description 7
- 239000011692 calcium ascorbate Substances 0.000 claims description 7
- 229940047036 calcium ascorbate Drugs 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 159000000007 calcium salts Chemical class 0.000 claims 6
- 238000010009 beating Methods 0.000 claims 2
- 238000002425 crystallisation Methods 0.000 abstract description 6
- 230000008025 crystallization Effects 0.000 abstract description 6
- 238000001514 detection method Methods 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 3
- 239000003960 organic solvent Substances 0.000 abstract description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000013078 crystal Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 239000012043 crude product Substances 0.000 description 6
- 239000008213 purified water Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 235000011116 calcium hydroxide Nutrition 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 241000208340 Araliaceae Species 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000001147 anti-toxic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229940072107 ascorbate Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 230000003319 supportive effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/62—Three oxygen atoms, e.g. ascorbic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a preparation method of vitamin C calcium salt. Adding water and vitamin C into a reactor in sequence, adding calcium carbonate for multiple times under stirring, sealing the reactor after adding, heating to 50-55 ℃, and reacting for 30min under heat preservation; after the reaction is finished, filtering to remove excessive materials and water-soluble matters, and sending the filtrate into a spray dryer for drying to obtain a crude vitamin C calcium salt product; pulping and refining the crude vitamin C calcium salt with ethanol solution, filtering, and vacuum drying to obtain refined vitamin C calcium salt. The content of the vitamin C calcium salt prepared by the method is 99.34-99.88%, the specific rotation is +95 DEG to +97 DEG, the detection shows that the vitamin C calcium salt meets the pharmacopoeia standard, the preparation method reduces the use amount of an organic solvent, and the rapid spray crystallization ensures that the product is not easily oxidized, the process is more stable, the material loss is less, the total yield is higher, the product purity is high, and the method is suitable for industrial production.
Description
Technical Field
The invention belongs to the field of pharmaceutical chemicals, and particularly relates to a preparation method of vitamin C calcium salt.
Background
Calcium ascorbate (calcium ascorbate, calcium L-ascorbate dihydrate) has a CAS number of: 5743-27-1, molecular weight: 426.34g/mol, which has the structural formula:
calcium ascorbate is a neutral ascorbate that is not irritating to the stomach and provides about 10% of the very readily absorbable calcium while supplementing vitamin C. The calcium ascorbate has stronger antioxidant and antiseptic effects than vitamin C, also has multiple effects of resisting viruses, antitoxin, antiallergic, increasing chemical book strong immunity and the like, is an important factor for synthesizing the most important supportive tissue collagen in vivo, has a controversial anticancer effect, and is increasingly gaining wider acceptance on important effects of growing, maintaining health and resisting diseases.
The yield of the conventional vitamin C calcium salt production is lower and is not higher than 90%, and a large amount of organic solvents such as ethanol or methanol are required to be used for crystallization in the production process, so that the use amount of the solvents is large and the cost is high; the solvent recovery cost is high, and the resource waste is caused. Therefore, there is a need to provide a process for preparing with higher yields and more cost-effective.
Disclosure of Invention
Aiming at the problems existing in the prior art, the invention aims to provide a preparation method of vitamin C calcium salt.
The aim of the invention is achieved by the following technical scheme:
a preparation method of vitamin C calcium salt comprises the following steps:
(1) Adding water and vitamin C into a reactor in sequence, adding calcium carbonate for multiple times under stirring, sealing the reactor after adding, heating to 50-55 ℃, and reacting for 30min under heat preservation;
(2) After the reaction is finished, filtering to remove excessive materials and water-soluble matters, and sending the filtrate into a spray dryer for drying to obtain a crude vitamin C calcium salt product;
(3) Pulping and refining the crude vitamin C calcium salt with ethanol solution, filtering, and vacuum drying to obtain refined vitamin C calcium salt.
Preferably, the mass ratio of the vitamin C to the water in the step (1) is 1:1.2 to 1.5.
Preferably, the mass ratio of the vitamin C to the calcium carbonate in the step (1) is 10:3 to 3.1.
Preferably, the calcium carbonate in the step (1) is equally divided into 3 times.
Preferably, the air inlet temperature of the spray dryer in the step (2) is set to be 70-75 ℃, and the product temperature is controlled below 35 ℃.
Preferably, the concentration of the ethanol solution in the step (3) is 75-80%.
Preferably, the mass ratio of the crude vitamin C calcium salt to the ethanol solution in the step (3) is 1:1.3 to 7.
Preferably, the pulping refining temperature in the step (3) is 10-15 ℃.
Preferably, the pulping refining time in the step (3) is 1h.
Preferably, the temperature of the vacuum drying in the step (3) is 50 ℃.
The chemical reaction formula related to the preparation method of the vitamin C calcium salt is as follows:
compared with the prior art, the invention has the beneficial effects that:
(1) According to the invention, after the reaction is finished, a spray drying method is adopted to carry out spray crystallization, so that a method of adding seed crystals and a large amount of alcohol solvents to promote crystallization is replaced in the conventional method, the yield of the product is ensured to the greatest extent, the use amount of the solvents is greatly reduced, the material cost is reduced, and the resources are effectively saved.
(2) The vitamin C calcium salt is easy to oxidize in a dissolved state, the crystallization process time is long after the reaction is finished in the traditional process, and nitrogen is required to be introduced for protection;
(3) The crude vitamin C calcium salt obtained by spray drying is pulped and refined by 75% ethanol, so that the residual impurities are further removed, the product quality is improved, the amount of the ethanol used is reduced by a factor of two compared with the amount of the solvent used in the traditional process, and the cost is low;
(4) According to the preparation method of the vitamin C calcium salt, the content of the prepared reaction product is 99.34-99.88%, the specific rotation is +95 DEG to +97 DEG, the clarity and the pH are qualified, the detection meets the pharmacopoeia standards, the purification step can be omitted, the reaction process has no pollution to the environment, and the method is suitable for industrial production;
in conclusion, the preparation method of the vitamin C calcium salt provided by the invention has the advantages of simple and convenient preparation method, simple practical operation, short reaction time, mild reaction conditions, easy control of the reaction process, no side reaction, improvement of the conversion rate of the reaction, high yield of the vitamin C calcium salt and high purity of the prepared product; the separation and purification treatment of the prepared product are convenient and quick, the reaction process has no pollution to the environment, and the method is suitable for industrial production.
Detailed Description
The present invention will be described in further detail with reference to the following examples in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
Examples spray dryer equipment names: the model of the experimental multifunctional granulating and coating machine is FBM-10. In the operation process of the embodiment of the invention, the air inlet temperature is set to be 70-75 ℃, the liquid inlet speed is 10-12 mL/min, and the temperature in a material bin is controlled to be not more than 75 ℃.
Example 1
A preparation method of vitamin C calcium salt comprises the following steps:
sequentially adding 60mL of purified water and 50g of vitamin C into a clean reaction bottle, opening and stirring, adding 15g of calcium carbonate in three batches at room temperature, sealing a bottle opening after the addition is finished to ensure that carbon dioxide gas generated in the bottle is not easy to overflow to form protection, heating to 50 ℃, preserving heat and stirring for 30 minutes, and filtering to remove excessive materials and water insoluble substances after the reaction is finished; filtering, sealing, and immediately feeding into a spray dryer for drying to obtain a crude vitamin C calcium salt product; the crude product is detected according to the standard of the 2020 edition of Chinese pharmacopoeia, the content is 98.67 percent, the specific rotation is +96 degrees, the clarity is more than 1, the crude product is unqualified, the pH is 5.43, and the crude product is unqualified.
Pulping and refining the crude product for 1h by 65mL of 75% ethanol solution at the temperature of 14 ℃ and then carrying out suction filtration; vacuum drying at 50deg.C to obtain refined vitamin C calcium salt. The obtained vitamin C calcium salt is 55.07g, the crystal is white, the detected content is 99.34%, the clarity is less than 1, the vitamin C calcium salt is qualified according to the pharmacopoeia standard, and the molar yield is 99.41%.
Example 2
A preparation method of vitamin C calcium salt comprises the following steps:
sequentially adding 70mL of purified water and 50g of vitamin C into a clean reaction bottle, opening and stirring, adding 15.5g of calcium carbonate in three batches at room temperature, sealing a bottle opening after the addition is finished to ensure that carbon dioxide gas generated in the bottle is not easy to overflow to form protection, heating to 50 ℃, preserving heat and stirring for 28 minutes, and filtering to remove excessive materials and water insoluble substances after the reaction is finished; filtering, sealing, and immediately feeding into a spray dryer for drying to obtain a crude vitamin C calcium salt product; pulping and refining the crude product for 1h by 65mL of 75% ethanol solution at the temperature of 14 ℃ and then carrying out suction filtration; vacuum drying at 50deg.C to obtain refined vitamin C calcium salt. The obtained vitamin C calcium salt is 54.97g, the crystal is white, the detected content is 99.67%, the clarity is less than 1, the vitamin C calcium salt is qualified according to the pharmacopoeia standard, and the molar yield is 99.22%.
Example 3
A preparation method of vitamin C calcium salt comprises the following steps:
adding 120mL of purified water and 100g of vitamin C into a clean reaction bottle in sequence, opening and stirring, adding 30g of calcium carbonate in three batches at room temperature, sealing a bottle opening after the addition is finished to ensure that carbon dioxide gas generated in the bottle is not easy to overflow to form protection, heating to 50 ℃, preserving heat and stirring for 30 minutes, and filtering to remove excessive materials and water insoluble substances after the reaction is finished; filtering, sealing, and immediately feeding into a spray dryer for drying to obtain a crude vitamin C calcium salt product; pulping and refining the crude product for 1h by 65mL of 75% ethanol solution at the temperature of 14 ℃ and then carrying out suction filtration; vacuum drying at 50deg.C to obtain refined vitamin C calcium salt. The obtained vitamin C calcium salt is 109.99g, the crystal is white, the detected content is 99.88%, the clarity is less than 1, the vitamin C calcium salt is qualified according to the pharmacopoeia standard, and the molar yield is 99.27%.
Comparative example 1
According to the process disclosed in the patent publication No. CN101899030A, 50g of vitamin C is added into 70mL of purified water, stirring is started, 10g of 10% suspension prepared by slaked lime is slowly added, the color of the solution gradually deepens in the adding process, the solution turns light brown after the adding is finished, nitrogen is introduced for protection after the adding is finished, the temperature is raised to 50 ℃ for reacting for 1 hour, filtering is carried out, 200mL of methanol is added dropwise after the filtrate is concentrated, the filtrate is subjected to cooling crystallization and suction filtration, the methanol is poured and washed, vacuum drying is carried out at 50 ℃ to obtain 54.4g of light yellow crystals, the purity is 98.3%, the crystal color is unqualified, and the condition that the vitamin C is easily oxidized by air in alkaline solution is considered, and oxidative discoloration is caused in the process of adding slaked lime in the early stage.
Comparative example 2
According to the ginseng photo patent publication No. CN106866592A, 50g of vitamin C is added into 50mL of purified water, stirring is started, 15g of calcium carbonate is slowly added, a bottle mouth is closed after the addition is completed, filtering is carried out after the reaction is carried out for 1 hour, as the material is relatively sticky and has a part of precipitation in the filtering process, the temperature of the filtrate is raised to 50 ℃, 0.5g of seed crystal (the seed crystal is VC calcium which is qualified through detection) is added, cooling and stirring are carried out for 1 hour, 100mL of methanol is dropwise added, stirring is carried out for 3 hours, 200mL of methanol is continuously dropwise added, stirring and cooling are carried out to 4 ℃, pumping filtration are carried out, a small amount of methanol is used for pouring, and a filter cake is dried at 45 ℃ in vacuum. 51.8g of pale white crystals were obtained, the content of which was 99.1%.
The above-described embodiments of the present invention do not limit the scope of the present invention. Any of various other corresponding changes and modifications made according to the technical idea of the present invention should be included in the scope of the claims of the present invention.
Claims (10)
1. A method for preparing a calcium salt of vitamin C, comprising the steps of:
(1) Adding water and vitamin C into a reactor in sequence, adding calcium carbonate for multiple times under stirring, sealing the reactor after adding, heating to 50-55 ℃, and reacting for 30min under heat preservation;
(2) After the reaction is finished, filtering to remove excessive materials and water-soluble matters, and sending the filtrate into a spray dryer for drying to obtain a crude vitamin C calcium salt product;
(3) Pulping and refining the crude vitamin C calcium salt with ethanol solution, filtering, and vacuum drying to obtain refined vitamin C calcium salt.
2. The method for preparing calcium salt of vitamin C according to claim 1, wherein the mass ratio of vitamin C to water in step (1) is 1:1.2 to 1.5.
3. The method for preparing calcium salt of vitamin C according to claim 1, wherein the mass ratio of vitamin C to calcium carbonate in step (1) is 10:3 to 3.1.
4. A process for the preparation of a vitamin C calcium salt according to any one of claims 1 to 3, wherein the mass ratio of the crude vitamin C calcium salt to the ethanol solution in step (3) is 1:1.3 to 7.
5. The method for preparing calcium ascorbate according to claim 4, wherein the calcium carbonate in step (1) is equally divided into 3 times.
6. The method for preparing calcium ascorbate according to claim 5, wherein the inlet air temperature of the spray dryer in the step (2) is set to be 70-75 ℃, and the product temperature is controlled to be below 35 ℃.
7. A process for the preparation of calcium ascorbate as claimed in any one of claims 1 to 3, wherein the concentration of the ethanol solution in step (3) is 75 to 80%.
8. The method for producing a calcium salt of vitamin C according to claim 7, wherein the beating refining temperature in step (3) is 10 to 15 ℃.
9. The method for producing a calcium salt of vitamin C according to claim 8, wherein the beating refining time in step (3) is 1 hour.
10. A process for the preparation of a calcium salt of vitamin C according to any one of claims 1 to 3, wherein the vacuum drying in step (3) is carried out at a temperature of 50 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311428948.2A CN117534638A (en) | 2023-10-31 | 2023-10-31 | Preparation method of vitamin C calcium salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311428948.2A CN117534638A (en) | 2023-10-31 | 2023-10-31 | Preparation method of vitamin C calcium salt |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117534638A true CN117534638A (en) | 2024-02-09 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311428948.2A Pending CN117534638A (en) | 2023-10-31 | 2023-10-31 | Preparation method of vitamin C calcium salt |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117534638A (en) |
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2023
- 2023-10-31 CN CN202311428948.2A patent/CN117534638A/en active Pending
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