A process for synthesis of coenzyme Q10

A technology of coenzyme and decaprenol, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of quinones, etc., can solve problems such as lowering the possibility of industrialization, achieve easy control of process conditions, mild reaction conditions, overcome Effect of Reaction Conditions

Inactive Publication Date: 2008-07-23
杨凌萃健生物工程技术有限公司 +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The possibility of industrialization of the reaction is greatly reduced

Method used

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  • A process for synthesis of coenzyme Q10
  • A process for synthesis of coenzyme Q10
  • A process for synthesis of coenzyme Q10

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Experimental program
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Embodiment Construction

[0023] Synthetic Step 1: Synthesis of Solanesyl Bromide

[0024] Chemical Structure:

[0025] Chemical name: 1-Bromo-3, 7, 11, 15, 19, 23, 27, 31, 35-nonamethyl-hexadecane-2, 6, 10, 14, 18, 22, 26, 30, 34-nonacene

[0026] Chemical formula: C 45 h 73 Br

[0027] Molecular weight: 694

[0028] Melting point: 41.5-43°C

[0029] CA registration number: (all-E)52610-77-2

[0030] Physical properties: The pure product should be a white waxy solid; the unpurified product should be a brown oil, which solidifies into a solid after refrigeration. Insoluble in water, soluble in organic solvents.

[0031] Reaction equation:

[0032]

[0033] Operation process:

[0034] Add 7.0g (10mmol) solanesol (90%) and 20ml petroleum ether (50-60°C fraction, the same below) to a three-necked flask equipped with a stirrer, a thermometer, and a dropping funnel, stir to dissolve, and then add 0.5 ml (6mmol) pyridine, under stirring at a temperature of 0-10°C, add dropwise 0.5ml (5mmol) o...

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Abstract

The new method of synthesizing coenzyme Q10 includes synthesizing solanin bromide with solanesol as material, synthesizing solanin acetone, synthesizing decaisoprene alcohol, and rearranging reaction to synthesize coenzyme Q10. The improvement includes the solid-liquid phase catalytic transferring process to synthesize solanin acetone with anhydrous potassium carbonate as base and small amount of tetrabutyl ammonium iodide as phase transfer catalyst; and the synthesis of decaisoprene alcohol through liquid-liquid phase transfer catalytic reaction between O, O-dimethyl-2-hydroxyethyl phosphonate and solanin acetone in both organic solvent and sodium hydroxide aqua phase with tetrabutyl ammonium iodide as phase transfer catalyst at normal temperature. The positive effect of the present invention includes mild reaction condition, simple process, easy control and easy industrial application.

Description

technical field [0001] The invention relates to the preparation of an organic polymer compound. Background technique [0002] Coenzyme Q10 (Coenzyme Q10, Co Q10, Ubiquinone-50, trade names: Ubide arenone, Neuquinon). [0003] The structure of Coenzyme Q10 includes a quinone ring with a deca-isoprene side chain, and the structural formula is: [0004] [0005] Chemical name: 2,3-dimethoxy-5-methyl-6-decaprenyl-1,4-benzoquinone [0006] English name: Coenzyme Q10, Ubiquinone50 [0007] Molecular formula: C 59 h 90 o 4 [0008] Molecular weight: 863.37 [0009] Melting point: 48-49°C [0010] CAS: 303-98-0 [0011] The compound is yellow to orange-yellow crystalline powder. Odorless and tasteless. Soluble in benzene, acetone, and ether, almost insoluble in water and methanol. Unstable in direct sunlight. [0012] Coenzyme Q10 was discovered by Frederick Crane in 1957 from bovine myocardial mitochondria. Because of its existence in human organs and its important...

Claims

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Application Information

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Patent Type & AuthorityPatents(China)
IPC IPC(8): C07C46/00C07C50/28
Inventor王岩
Owner杨凌萃健生物工程技术有限公司