Preparation method for reductive coenzyme Q10

A reduced and oxidized coenzyme technology, which is applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry, etc., can solve the problems of reduced coenzyme Q10, such as easy deterioration, inconvenient workshop operation, and potential safety hazards, and achieve reduction Quick response, safe and reliable product, easy control effect

Inactive Publication Date: 2015-09-09
ZHEJIANG NHU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Mostly adopt iron powder, zinc powder, hydrosulfite in the technology of existing industrial production reduced coenzyme Q10, but described reductant (iron powder, zinc powder, hydrosulfate) are all solid, reduction reaction is heterogeneous reaction, The operation in the workshop is inconvenient and the reaction time is long. Iron powder, zinc powder, and hydrosulfite will catch fire when they meet water, and there are potential safety hazards; ), and adding alkali will cause the reduced coenzyme Q10 to deteriorate easily

Method used

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  • Preparation method for reductive coenzyme Q10

Examples

Experimental program
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Effect test

Embodiment 1

[0036] Take 10g of oxidized coenzyme Q10, add 100ml of n-hexane, 100ml of ethanol, and 10ml of distilled water, heat up to 50°C and stir to dissolve, protect with nitrogen, add 4g of stannous chloride, 0.5ml of concentrated hydrochloric acid, and detect after 3 hours of reaction. After reaching the oxidized coenzyme Q10, add 100ml of n-hexane to stir and extract, after standing for stratification, wash the upper layer with 100ml of distilled water, then wash with 100ml of alkali solution, then wash with 100ml of distilled water, finally distill off the solvent n-hexane, add 100ml of ethanol and stir After dissolving, the reduced coenzyme Q10 was crystallized with a purity of 98.4% and a yield of 94%. The lower aqueous solution is electrochemically reduced to obtain a transparent stannous chloride dilute hydrochloric acid solution with a tin recovery rate of 95%. The concentrated stannous chloride continues to reduce the oxidized coenzyme Q10 for repeated use and continuous reac...

Embodiment 2

[0038] Take 20g of oxidized coenzyme Q10, add 300ml of ethanol, heat up to 50°C and stir to dissolve, protect with nitrogen, add 6g of stannous chloride and 0.5ml of concentrated hydrochloric acid, and test after 2 hours of reaction. When almost no oxidized coenzyme Q10 can be detected, The purity of reduced coenzyme Q10 was 95% and the yield was 92%. The mother liquor is directly electrochemically reduced to obtain a stannous chloride-containing solution, and the oxidized coenzyme Q10 is continuously reduced for repeated use and continuous reaction.

Embodiment 3

[0040] Take 10g of oxidized coenzyme Q10, add 100ml of cyclohexane, 100ml of methanol, and 5ml of distilled water, heat up to 60°C and stir to dissolve, protect with nitrogen, add 4g of stannous chloride, 0.5ml of concentrated hydrochloric acid, and detect after 2 hours of reaction. After less than oxidized coenzyme Q10, add 100ml of cyclohexane to stir and extract, let it stand for stratification, go to the lower layer, wash with 100ml of distilled water, then wash with 100ml of alkali solution, then wash with 100ml of distilled water, and finally distill off the solvent cyclohexane, After adding 100ml of ethanol and stirring to dissolve, the reduced temperature was crystallized to obtain reduced coenzyme Q10 with a purity of 98.2% and a yield of 93%. The lower aqueous solution is electrochemically reduced to obtain a transparent stannous chloride dilute hydrochloric acid solution with a tin recovery rate of 95%. The concentrated stannous chloride continues to reduce the oxidi...

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Abstract

The invention discloses a method for preparing reductive coenzyme Q10 from oxidative coenzyme Q10. In most conventional production processes for reductive coenzyme Q10, iron powder, zinc dust and sodium hydrosulfite are employed and are all solids, reduction reaction is heterogeneous phase reaction, so workshop operation is inconvenient and reaction time is long. According to the method provided by the invention, oxidative coenzyme Q10 is used as a raw material, stannous chloride is used as a reducing agent, a small amount of acid is added drop by drop so as to control a reaction system to be weakly acidic, continuous stirring reaction is carried out in a solvent at 50 to 70 DEG C, then nitrogen is introduced for protection, and purifying and crystallization are carried out after completion of the reaction so as to obtain the reductive coenzyme Q10 with a purity of no less than 95%; and the stannous chloride is recovered through electrolysis after completion of the reaction, obtained stannous chloride is reused for reduction of coenzyme Q10, so reutilization and continuous reaction are realized. The reductive coenzyme Q10 prepared in the invention has high purity and is safe and reliable; and the reducing agent is regenerable and reusable, so the method is environment-friendly and is a green coenzyme Q10 synthesis method.

Description

technical field [0001] The invention relates to coenzyme Q10, in particular to a method for preparing reduced coenzyme Q10 by using oxidized coenzyme Q10. Background technique [0002] Coenzyme Q10 (reduced coenzyme Q10), also known as ubiquinone 10, the chemical name is 2,3-dimethoxy-5-methyl-6-decyl isopentenyl quinone (polymerization degree of polyprenyl It is named after 10), its structure is similar to vitamin K, and it is a fat-soluble quinone compound that widely exists in the body. Its physiological functions mainly include: 1. It has obvious anti-lipid peroxidation and scavenging free radicals; 2. 1. Transmitting electrons and protons in the oxidative respiratory chain is the key to the formation of ATP; 3. It has the function of protecting and restoring the integrity of the biofilm structure and stabilizing the membrane potential. Coenzyme Q10 can be used as a natural antioxidant and metabolic activator of body cells, as well as a non-specific immune enhancer of t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/26C07C43/23
CPCC07C41/26C07C2601/16
Inventor 张永辉曹家明车来滨帅维甘越翔李其川
Owner ZHEJIANG NHU CO LTD
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