Method for improving synthesis yield of vitamin K3
By adding sodium metabisulfite to the filtrate after the oxidation reaction of vitamin K3 and then performing freeze crystallization, the problems of insufficient equipment and increased production costs in the existing technology have been solved, thereby achieving improved vitamin K3 yield and environmentally friendly production.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- YUNNAN LULIANG PEACE TECH CO LTD
- Filing Date
- 2026-01-20
- Publication Date
- 2026-05-12
AI Technical Summary
Existing technologies for improving the yield of vitamin K3 synthesis suffer from problems such as inadequate equipment, increased production costs, and environmental pollution. Furthermore, they are sensitive to temperature and solvents, making it difficult to increase the yield without altering the original reaction process.
Sodium metabisulfite was added to the filtrate after the oxidation reaction of β-menaquinone. Vitamin K3 was obtained by freezing crystallization, filtration and washing. 80% ethanol was used as solvent, and the reaction temperature and time were controlled to adjust the ratio of β-menaquinone, sodium metabisulfite and ethanol.
It significantly improves the crystallization yield of vitamin K3 while avoiding equipment modification and increased production costs, and is environmentally friendly.
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Abstract
Description
Technical Field
[0001] This invention belongs to the field of chemical technology, specifically, it relates to a method for improving the synthesis yield of vitamin K3. Background Technology
[0002] Vitamin K3 (also known as menadione sodium bisulfite) is a quinone compound and an important intermediate in the synthesis of vitamin K series vitamins. Used as a procoagulant, it has a strong hemostatic effect, acting on the liver to synthesize prothrombin and promote the synthesis of clotting factors. It is a classic hemostatic agent. Clinically, in combination with a certain amount of vitamin C, it can effectively treat tumors. In animal husbandry, it is an important component of feed additives. This substance exists in small amounts in green plants in nature, insufficient for practical production applications; currently, all vitamin K3 used is artificially synthesized.
[0003] The synthesis of vitamin K3 mainly begins with β-methylnaphthalene as a raw material, which undergoes an oxidation reaction to yield β-menadione. This β-menadione is then used as a starting material for an addition reaction to produce vitamin K3. Currently, methods to improve the yield of vitamin K3 synthesis primarily focus on optimizing the first step, the oxidation reaction of β-menadione. These methods include changing the reaction solvent (acetic acid, cyanomethyl, acetonitrile, etc.), changing the oxidant (using H₂O₂ instead of chromium salt oxidation), using ammonium persulfate as an initiator, and employing metal and metal molecular sieve catalysts to increase the oxidation reaction yield. For the second step, the addition reaction, the yield is mainly improved by optimizing the reaction time, reaction temperature, and the ratio of reactants.
[0004] Since the synthesis of vitamin K3 is highly sensitive to temperature and solvent, in actual workshop production, if the reaction yield is increased by changing process conditions (temperature, time, solvent, catalyst, reaction aids, etc.) and continuously decreasing the concentration of reaction products or increasing the concentration of reactants, problems such as the inability of existing workshop equipment to meet the requirements, increased production costs, and environmental pollution may occur. Therefore, finding a method that can improve the reaction yield without affecting the original reaction process (without adding or removing equipment), save production costs, and improve the reaction yield is the current research direction. Summary of the Invention
[0005] In order to overcome the problems existing in the prior art, the present invention proposes a method to improve the synthesis yield of vitamin K3.
[0006] To achieve the above objectives, the present invention is implemented through the following technical solution:
[0007] A method for improving the yield of vitamin K3 synthesis includes the following steps:
[0008] S1, take β-menaquinone and sodium metabisulfite in a container, add solvent, stir and react for 1-2 hours, the reaction temperature is 30-50℃, raise the temperature to 40-70℃ and keep it for 10-60 minutes, filter while hot after the reaction is complete, and obtain the filtrate;
[0009] S2, add sodium metabisulfite to the filtrate, then freeze to crystallize, filter, wash and dry to obtain the vitamin K3 product.
[0010] Furthermore, the solvent is an 80% ethanol solution.
[0011] Further, in step S1, the mass ratio of β-menaquinone, sodium metabisulfite, and ethanol is 1:0.8-1.2:4-6.
[0012] Furthermore, in step S2, the amount of sodium metabisulfite added is 100-1100g per 1L of filtrate.
[0013] Through the above technical solution, the present invention can achieve at least the following beneficial effects: When preparing vitamin K3, adding sodium metabisulfite to the filtrate to be crystallized can effectively improve the crystallization yield of vitamin K3. Detailed Implementation
[0014] Unless otherwise stated, all materials and reagents used in this invention are commercially available.
[0015] Example 1
[0016] Preparation of Vitamin K3 (sodium menadione bisulfite):
[0017] β-Menadione and sodium metabisulfite were placed in a container, and 80% ethanol solution was added as a solvent. The mixture was stirred and reacted for 1.5 hours at a temperature of 40°C. The temperature was then raised to 55°C and kept at that temperature for 35 minutes. After the reaction was completed, the mixture was filtered while hot to obtain the filtrate. The mass ratio of β-menadione, sodium metabisulfite and ethanol was 1:1:5.
[0018] S2, add sodium metabisulfite to the filtrate, then freeze to crystallize, filter, wash and dry to obtain vitamin K3 (sodium menadione bisulfite) product; wherein, the amount of sodium metabisulfite added is: 500g per 1L of filtrate.
[0019] Example 2
[0020] Preparation of Vitamin K3 (sodium menadione bisulfite):
[0021] β-Menadione and sodium metabisulfite were placed in a container, and 80% ethanol solution was added as a solvent. The mixture was stirred and reacted for 1 hour at a temperature of 30°C. The temperature was then raised to 40°C and kept at that temperature for 10 minutes. After the reaction was completed, the mixture was filtered while hot to obtain the filtrate. The mass ratio of β-menadione, sodium metabisulfite and ethanol was 1:0.8:4.
[0022] S2, add sodium metabisulfite to the filtrate, then freeze to crystallize, filter, wash and dry to obtain vitamin K3 product; wherein, the amount of sodium metabisulfite added is: 100g per 1L of filtrate.
[0023] Example 3
[0024] Preparation of Vitamin K3 (sodium menadione bisulfite):
[0025] β-Menadione and sodium metabisulfite were placed in a container, and 80% ethanol solution was added as a solvent. The mixture was stirred for 2 hours at a reaction temperature of 50°C. The temperature was then raised to 70°C and kept at that temperature for 60 minutes. After the reaction was completed, the mixture was filtered while hot to obtain the filtrate. The mass ratio of β-menadione, sodium metabisulfite and ethanol was 1:1.2:6.
[0026] S2, add sodium metabisulfite to the filtrate, then freeze to crystallize, filter, wash and dry to obtain vitamin K3 product; wherein, the amount of sodium metabisulfite added is: 1100g per 1L of filtrate.
[0027] Comparative Example 1
[0028] The difference between this comparative example and Example 1 is that, in the preparation of vitamin K3 (sodium menadione bisulfite), sodium metabisulfite is not added to the filtrate in step S2, and the product is directly frozen and crystallized.
[0029] Comparative Example 2
[0030] The difference between this comparative example and Example 2 is that, in the preparation of vitamin K3 (sodium menadione bisulfite), sodium metabisulfite is not added to the filtrate in step S2, and the product is directly frozen and crystallized.
[0031] Comparative Example 3
[0032] The difference between this comparative example and Example 3 is that, in the preparation of vitamin K3 (sodium menadione bisulfite), sodium metabisulfite is not added to the filtrate in step S2, and the product is directly frozen and crystallized.
[0033] Experimental comparison
[0034] To determine the effect of the amount of sodium metabisulfite added on the crystallization yield of vitamin K3 (menadione sodium bisulfite), an experiment was conducted. Vitamin K3 (menadione sodium bisulfite) was prepared according to the technical schemes described in Examples 1 to 3 and the comparative examples. 1L of filtrate obtained in each of Examples 1 to 3 and the comparative examples was used for the experiment. In Table 1, the sodium metabisulfite 100-1100g corresponding to Examples 1 to 3 refers to the amount of sodium metabisulfite added to 1L of filtrate obtained in each Example S1 step.
[0035] The experimental data are shown in Table 1 below:
[0036] Table 1. Increase in Vitamin K3 Yield in Different Experimental Groups
[0037]
[0038]
[0039] As can be seen from Table 1 above, adding sodium metabisulfite to the filtrate before cooling and crystallization can significantly improve the crystallization yield of vitamin K3 (sodium menadione bisulfite).
[0040] Finally, it should be noted that the above preferred embodiments are only used to illustrate the technical solutions of the present invention and are not intended to limit it. Although the present invention has been described in detail through the above preferred embodiments, those skilled in the art should understand that various changes can be made to it in form and detail without departing from the scope defined by the claims of the present invention.
Claims
1. A method for improving the yield of vitamin K3 synthesis, characterized in that: Includes the following steps: S1, take β-menaquinone and sodium metabisulfite in a container, add solvent, stir and react for 1-2 hours, the reaction temperature is 30-50℃, raise the temperature to 40-70℃ and keep it for 10-60 minutes, filter while hot after the reaction is complete, and obtain the filtrate; S2, add sodium metabisulfite to the filtrate, then freeze to crystallize, filter, wash and dry to obtain the vitamin K3 product.
2. The method for improving the yield of vitamin K3 synthesis according to claim 1, characterized in that: The solvent is an 80% ethanol solution.
3. The method for improving the yield of vitamin K3 synthesis according to claim 2, characterized in that: In step S1, the mass ratio of β-menaquinone, sodium metabisulfite, and ethanol is 1:0.8-1.2:4-6.
4. The method for improving the yield of vitamin K3 synthesis according to claim 1, characterized in that: The amount of sodium metabisulfite added in step S2 is 100-1100g per 1L of filtrate.