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Preparation method of reduced coenzyme Q10

A technology of reduced and oxidized coenzymes, applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry, etc., can solve problems such as environmental pollution and low reaction efficiency, and achieve simple post-processing, efficient reaction process, and environmental pollution. small effect

Active Publication Date: 2014-02-26
XIAMEN KINGDOMWAY GROUP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The purpose of the present invention is to provide a reduced coenzyme Q for the problems of low reaction efficiency and serious environmental pollution in the prior art. 10 preparation method

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] oxidized coenzyme Q 10 Vacuum drying is carried out at a temperature of 40° C. and an absolute pressure of 5 KPa. Oxidized coenzyme Q after drying 10 (86.77g; purity 99.5%) was stirred and dissolved in 300ml diethyl ether at room temperature (stirring power 0.5kW / m 3 ); after the dissolution, ventilate and stir (stirring power 0.5kW / m 3 ) condition, add 1.95g lithium aluminum hydride. After maintaining 30°C for 0.5h, the temperature was raised slowly at a rate of 1°C / min. After diethyl ether was condensed in the condenser, the reaction was kept under reflux for 1h. After the reflux reaction was completed, nitrogen supplementation was carried out 5 times by evacuation. Adjust the pH to 6, under stirring (stirring power 0.5kW / m 3 ) by adding 1.90 g of water to decompose the aluminum alkoxide and unreacted lithium aluminum hydride generated by the reaction. After adding water, the reaction is filtered, and the above operation is completed under a nitrogen atmosphere....

Embodiment 2

[0037] oxidized coenzyme Q 10 Vacuum drying is carried out at a temperature of 50° C. and an absolute pressure of 30 KPa. Oxidized coenzyme Q after drying 10 (65.15g; purity 99.4%) was stirred and dissolved in 120ml diethyl ether at room temperature (stirring power 0.2kW / m 3 ); after the dissolution, ventilate and stir (stirring power 0.2kW / m 3 ) condition, add 2.13g lithium aluminum hydride. After maintaining 30°C for 0.5h, the temperature was raised slowly at a rate of 1°C / min. After diethyl ether was condensed in the condenser, the reaction was kept under reflux for 0.5h. After the reflux reaction was completed, helium was evacuated for 5 times. Adjust the pH to 6.5, under stirring (stirring power 0.2kW / m 3 ) Add 2g of water to decompose the aluminum alkoxide and unreacted lithium aluminum hydride generated by the reaction. Filtration is carried out after adding water and the reaction is completed, and the above operation is completed under a helium environment. The ...

Embodiment 3

[0039] oxidized coenzyme Q 10 Vacuum drying is carried out at a temperature of 50° C. and an absolute pressure of 70 KPa. Oxidized coenzyme Q after drying 10 (43.56g; purity 99.1%) was stirred and dissolved in 4000ml diethyl ether at room temperature (stirring power 0.01kW / m 3 ); after the dissolution, ventilate and stir (stirring power 0.01kW / m 3 ) condition, add 1.7g lithium aluminum hydride. After maintaining 30°C for 0.1h, the temperature was raised slowly at a rate of 1°C / min. After diethyl ether was condensed in the condenser, the reaction was kept under reflux for 0.3h. After the reflux reaction was completed, nitrogen supplementation was carried out 5 times by evacuation. Adjust the pH to 5.5, under stirring (stirring power 0.01kW / m 3 ) Add 1.7g of water to decompose the aluminum alkoxide and unreacted lithium aluminum hydride generated by the reaction. After adding water, the reaction is filtered, and the above operation is completed under a nitrogen atmosphere....

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Abstract

The invention discloses a preparation method of a reduced coenzyme Q10 and relates to quinone compounds. The preparation method comprises that an oxidized coenzyme Q10 is dried and then is dissolved in an organic solvent; the solution is added with a reducing agent and the mixed solution undergoes a chemical reduction reaction; the reaction product is added with a decomposition solvent and the mixture undergoes a decomposition reaction; the reaction product is filtered so that the filtrate is obtained; the filtrate is subjected to crystallization and drying so that white crystals which are the reduced coenzyme Q10 containing a trace amount of the oxidized coenzyme Q10 are obtained. The reduction reaction occurs in an ether solvent system, is a homogeneous reaction, has high reaction efficiency and solves the existing reaction dynamic problems caused by a reduction reaction occurring in a heterogeneous system. Reduction reaction post-treatment processes are simple, aluminum alcoholate salts produced by the reaction and unreacted lithium aluminum hydride or its derivatives can be decomposed by a solvent such as water, and granular precipitate lithium metaaluminate can be separated easily so that environmental pollution is small. A mass ratio of the reduced coenzyme Q10 to the oxidized coenzyme Q10 in the finished product is greater than or equal to 95 / 5.

Description

technical field [0001] The invention relates to quinone compounds, in particular to a method for preparing reduced coenzyme Q by using a chemical reduction method 10 Methods. Background technique [0002] coenzyme Q 10 Also known as ubiquinone 10, it is a fat-soluble quinone. It is an orange-yellow crystal at room temperature, with a melting point of 48°C. It is odorless and tasteless. Its structure is similar to vitamin K. It is named after the degree of polymerization of the diene group is 10, and it is a quinone compound. coenzyme Q 10 Soluble in chloroform, benzene, carbon tetrachloride, soluble in acetone, ether, slightly soluble in ethanol, insoluble in water and methanol. Reduced coenzyme Q 10 oxidized coenzyme Q 10 The two-electron reduced form of oxidized coenzyme Q 10 It is orange-yellow crystal, and reduced coenzyme Q 10 It is white crystal. Reduced coenzyme Q 10 and oxidized coenzyme Q 10 It exists in mitochondria, lysosomes, Golgi bodies, microsomes, ...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/26
CPCC07C41/26C07C43/23
Inventor 严春荣朱俊岩马瑞达陈芳芳
Owner XIAMEN KINGDOMWAY GROUP
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