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A method for preparing troxerutin by self-priming stirring autoclave

An autoclave, self-priming technology, applied in the field of troxerutin synthesis, can solve the problems of reducing product yield, increasing production cost, increasing the difficulty of trihydroxyethylrutin, etc., and achieves improved purity and yield, The effect of reducing production cost and preventing leakage of ethylene oxide

Active Publication Date: 2017-02-01
HENAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2013, Liu Yufa et al reported the method of adding ethylene oxide and sodium hydroxide to the aqueous solution of rutin and stirring at 75°C (Chinese Chemical Letters, 2013, 24: 223-226), but strong base was used as catalyst , the later stage of the reaction is easy to cause side reactions such as hydrolysis and oxidation, which increases the difficulty of purifying trihydroxyethyl rutin
Therefore, the product prepared by the original production process needs multiple purifications to reach the new standard, which not only increases the production cost, but also reduces the yield of the product

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Weigh 30.53g (0.05mol) of rutin, 0.04g (0.25mmol) of catalyst natural weakly alkaline macromolecular compound chitosan, 100mL of solvent methanol and 11.0g (0.25mol) of ethylene oxide and add it to the self-priming stirring high pressure In the kettle, turn on the digital controller, set the temperature to 70°C, and the rotation speed to 1000r / min, stir to raise the temperature to 70°C, and keep the temperature for 6 hours. After the reaction, cool the cold water rapidly, stop stirring, turn off the digital controller, open the reaction kettle, pour out the reaction solution, adjust the pH of the poured out reaction solution to 5 with hydrochloric acid, and filter the catalyst. Seed crystals were added to the solution and allowed to stand for crystallization, and 33.79 g of crystals were obtained, with a yield of 91% and an external standard content of 88.3%.

Embodiment 2

[0021] Weigh 30.53g (0.05mol) of rutin, 2.42g (15mmol) of chitosan, a catalyst natural weakly alkaline macromolecular compound, 100mL of solvent methanol and 11.0g (0.25mol) of ethylene oxide into the self-priming stirring autoclave , turn on the digital controller, set the temperature to 75°C, and the rotation speed to 1000r / min, stir to raise the temperature to 75°C, and keep the temperature for 4h. After the reaction is over, cool down the cold water quickly, stop stirring, turn off the digital controller, open the reaction kettle, pour out the reaction solution, adjust the pH of the poured out reaction solution to 6 with hydrochloric acid, and filter the catalyst. Seed crystals were added to the liquid and allowed to stand for crystallization, and 35.28 g of crystals were obtained, with a yield of 95% and an external standard content of 89.7%.

Embodiment 3

[0023] Weigh 30.53g (0.05mol) of rutin, 0.04g (0.25mmol) of the catalyst natural weakly alkaline macromolecular compound chitosan, 100mL of solvent methanol and 15.4g (0.35mol) of ethylene oxide and add it to the self-priming stirring high pressure In the kettle, turn on the digital controller, set the temperature to 70°C, and the rotation speed to 1000r / min, stir to raise the temperature to 70°C, and keep the temperature for 5 hours. After the reaction is over, the cold water is cooled rapidly, and the stirring is stopped, the digital controller is turned off, the reaction kettle is opened, and the reaction liquid is poured out. The pH of the poured reaction solution was adjusted to 5.6 with hydrochloric acid, and the catalyst was suction-filtered. Seed crystals were added to the reaction solution after suction filtration and allowed to stand for crystallization. The crystals obtained were 34.16g, the yield was 92%, and the external standard content was 88.5 %.

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Abstract

The invention discloses a method for preparing troxerutin by adopting a self-suction type stirred autoclave. The method comprises the following steps: adding raw materials namely rutin, ethylene oxide, a solvent namely methanol and a catalyst namely natural weakly-alkaline high-molecular compound chitosan into a self-suction type stirred autoclave, starting a digital control instrument, setting a temperature to be 70-90 DEG C, regulating a voltage to be 100V, setting a rotating speed to be 1000r / min, stirring and heating to reach a set temperature, and reacting for 3-6 hours; and stopping stirring after reaction is ended, rapidly cooling by using cold water, shutting down the digital control instrument, opening a reaction kettle, pouring out reaction liquid, adjusting a pH value of the poured reaction liquid to be 5-6 by using hydrochloric acid, performing suction filtration, adding a crystal seed into the reaction liquid subjected to suction filtration, standing for later crystallization, and filtering to obtain a product namely troxerutin. According to the method disclosed by the invention, the reaction raw materials are integrally added into the self-suction type stirred autoclave, so that material feeding steps can be simplified; and the adopted catalyst is natural weakly-alkaline high-molecular compound chitosan, so that the raw material is wide in source, and is natural, non-toxic and weakly-alkaline, and side reactions such as hydrolysis, oxidation and the like caused by strong alkaline catalysis can be avoided.

Description

technical field [0001] The invention belongs to the field of synthesis of troxerutin, and in particular relates to a method for preparing troxerutin by adopting a self-priming stirring autoclave. Background technique [0002] Troxerutin, chemical name 3',4',7-tris[O-2-hydroxyethyl]rutin, is a water-soluble product obtained by hydroxyethylation of rutin, a class of anticoagulant and Thrombolytics. Troxerutin has the effect of promoting blood circulation and removing blood stasis, can inhibit the aggregation of platelets, and has the effect of preventing thrombosis. At the same time, it can resist vascular damage caused by 5-hydroxytryptamine and bradykinin, increase capillary resistance, and reduce capillary permeability. It can prevent edema caused by increased vascular permeability, and has a significant protective effect on acute ischemic brain injury. Troxerutin can also be used to treat various diseases such as varicose veins, cerebral infarction and stroke sequelae. I...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/07C07H1/00
Inventor 姜玉钦何兴齐庆华赵亚茹张丹张玮玮董文佩毛龙飞徐桂清李伟
Owner HENAN NORMAL UNIV
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