A kind of method adopting autoclave to prepare troxerutin with sodium carboxymethyl cellulose as catalyst

Abstract

The invention discloses a method for preparing troxerutin by taking sodium carboxymethyl cellulose as a catalyst in a high-pressure kettle and belongs to the technical field of synthesis of the troxerutin. The method is characterized by comprising the following steps: adding raw materials including rutin, ethylene oxide, a solvent and a catalyst, namely a weakly alkaline high molecular compound sodium carboxymethyl cellulose, into the high-pressure kettle; starting a digital controller and setting reaction temperature to be 70 DEG C to 100 DEG C; stirring and raising temperature to the set reaction temperature; carrying out heat-preservation reaction; monitoring the reaction through an HPLC (High Performance Liquid Chromatography); rapidly cooling with cold water at a finishing point of the reaction; shutting down the digital controller and deflating; opening the high-pressure kettle and pouring out reaction liquid; adjusting the reaction liquid to be acidic; filtering and adding a seed crystal into filtrate; standing and crystallizing; filtering and washing and drying a filter cake to obtain a target product troxerutin. According to the method disclosed by the invention, the catalyst is the weakly alkaline high molecular compound sodium carboxymethyl cellulose, has a wide raw material source, a low price and no toxin and is weakly alkaline, so that side reactions including hydrolysis, oxidization and the like, caused by strong alkaline catalysis, are avoided.

Description

technical field [0001] The invention belongs to the technical field of troxerutin synthesis, and in particular relates to a method for preparing troxerutin in an autoclave with sodium carboxymethylcellulose as a catalyst. Background technique [0002] Troxerutin, the chemical name is 3',4',7-tris[O-2-hydroxyethyl]rutin or 3',4',7-tris[O-(2-hydroxyethyl )-5 hydroxyflavone-3]-rutin is a semi-synthetic flavonoid compound synthesized by hydroxyethylation of rutin. Troxerutin is a kind of anticoagulant and thrombolytic drug, which has the function of promoting blood circulation and removing blood stasis, can inhibit platelet aggregation, and effectively prevent the formation of thrombus. Sclerosis, varicose veins, central retinitis, pre-myocardial infarction syndrome, and edema due to increased vascular permeability. At the same time, it can resist vascular injury caused by serotonin and bradykinin, increase capillary resistance, reduce capillary permeability, prevent edema cau...

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Problems solved by technology

In 2011, Huang Xinping et al reported the method of adding ethylene oxide and sodium carbonate to the aqueous solution of rutin and stirring at 75°C, the content was 61%, and the weight yield was 141%, but ethylenediaminetetraacetic acid was needed in the reaction process Disodium metal ion complexing agent, sodium sulfite antioxidant and potassium dihydrogen phosphate are used as buffer salts, and the operation is complicated. In addition, the crystals obtained need multiple recrystallizations, and the cost is high (Journal of Henan Normal University, 2011, 39(3):89 -91)

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

Sodium carboxymethyl cellulose is usually an anionic polymer compound prepared by reacting natural cellulose with caustic alkali and chloroacetic acid. Relevant reports on the catalytic synthesis of troxerutin using sodium carboxymethylcellulose as a catalyst