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Synthetic method of menatetrenone

A technology of menadione and a synthesis method, applied in the field of medicine, can solve problems such as vitamin K deficiency, and achieve the effects of simple preparation method, low cost and optimized preparation method

Inactive Publication Date: 2015-04-15
TIANJIN RUIAN MEDICAL TECH DEV
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  • Summary
  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0003] Vitamin K deficiency can cause bleeding, and long-term use of broad-spectrum antibiotics can cause vitamin K deficiency in the body

Method used

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  • Synthetic method of menatetrenone
  • Synthetic method of menatetrenone
  • Synthetic method of menatetrenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Step 1: Condensation Reaction

[0020] In a four-necked flask, add 10.0 g of menadione monoacetate, 35 ml of butyl ether, and 2 g of boron trifluoride·diethyl ether, heat to reflux, and start to add 6.5 g of geranyl kirinanol in stages. After 2 hours of reaction, the progress of the test reaction was followed until the reaction of geranyl kilinanol was completed. Washed with water, 5% sodium bicarbonate and 5% sodium chloride in turn, and washed with water until neutral, and discarded the aqueous layer.

[0021] The upper organic layer was concentrated, and the organic solvent was recovered until no solvent remained.

[0022] Step 2: Alcoholysis

[0023] To the above materials, add 40 ml of heptane, add 20 g of water, 10 g of potassium hydroxide, 1 g of hydrosulfite and 15 ml of methanol under stirring. Continue stirring, and test the disappearance of the intermediate product without the previous step.

[0024] The mixture was left to stand for stratification, 20 ml...

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Abstract

The invention provides a synthetic method of menatetrenone, wherein the method includes steps of: (1) a condensation reaction: adding menadione monoacetate, an ether organic solvent, boron trifluoride.diethyl ether, adding geranyl linalool by several times to carry out a reaction, and washing a reaction product successively through water, a 5% sodium bicarbonate solution and a 5% sodium chloride solution after the reaction finished; (2) alcoholysis: adding methylbenzene to the reaction product in the step (1), performing a stirring operation with addition of water, potassium hydroxide, sodium hydrosulfite and methanol; and (3) oxidization: adding water and potassium hydroxide into an organic solvent of the product obtain in the step (2), dropwisely adding a chemical oxidizing agent and performing pressure-reducing concentration to obtain a final product. The invention is advantaged in that through a large amount of experiments, the preparation method of the menatetrenone (vitamin K2) is optimized and preferable solvents and oxidizing agents are determined. The synthetic method is simple, is low in cost and is suitable for large-scale production.

Description

Technical field [0001] The present invention relates to the field of medicine, and in particular to a synthesis method of menadione. Background technique [0002] Vitamin K is a class of compounds with a quinone structure, including five types, vitamins K1, K2, K3, K4, and K5. Vitamin K2 is a fat-soluble vitamin, a derivative of the naphthoquinone group with the biological activity of phylloquinone, and is one of the important and indispensable vitamins in the human body. According to research, vitamin K2 has osteogenic effects, promotes calcium absorption, and can also inhibit bone resorption caused by osteoclasts, thereby increasing bone density and preventing and treating osteoporosis. [0003] Vitamin K deficiency can cause bleeding, and long-term use of broad-spectrum antibiotics can lead to vitamin K deficiency in the body. Can easily lead to osteoporosis and arterial calcification. The structure of vitamin K2 is as follows: [0004] Contents of the invention ...

Claims

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Application Information

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IPC IPC(8): C07C50/14C07C46/06
CPCC07C46/06C07C37/0555C07C67/293C07C50/14C07C39/225C07C69/16
Inventor 张玮刘宝峰张越胡秀香
Owner TIANJIN RUIAN MEDICAL TECH DEV
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