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A kind of preparation method of luteolin

A technology of luteolin and eriodictyol, applied in the direction of organic chemistry and the like, can solve the problems of low output and yield, large equipment occupancy, and many production waste water, etc., and achieves high output and yield, low cost, and product purity. high effect

Active Publication Date: 2022-02-22
陕西嘉禾药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its method needs to use a large amount of hydrosulfite and lye, and the production waste water is much, and yield is low
At the same time, rutin is dehydrogenated by the oxidation of sodium hydrosulfite, and a large amount of hydrosulfite and lye are used. The equipment occupies a large amount, and the output and yield are very low.

Method used

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  • A kind of preparation method of luteolin
  • A kind of preparation method of luteolin
  • A kind of preparation method of luteolin

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0032] The synthetic method of this luteolin comprises following synthetic route:

[0033]

Embodiment 1

[0036] In a clean and dry 1000L reaction flask, put 30g of eriodictyol (content greater than 98%), 150g of DMF, stir to dissolve, add 1g of potassium iodide, heat up to 80°C, add dropwise 30g of dimethyl sulfoxide and 0.3g of trifluoroethyl The mixed solution of acid anhydride will drop in about 2 hours. After the dropwise addition, the temperature was raised to 80°C for reaction, and the raw material was controlled in the liquid phase for 5 hours, and the raw material was less than 1%, and the reaction was stopped.

[0037] Ammonia water was added dropwise at room temperature, and the reaction was continued for 1 h. After filtration, the filtrate was recovered under reduced pressure to obtain a black oily substance. Add 300g of 10% hydrochloric acid solution, continue to reflux for half an hour, filter while heating, continue to wash the filter cake with hot water until neutral, and obtain crude luteolin.

[0038] The crude product was dissolved and clarified by adding DMF,...

Embodiment 2

[0040] In a clean and dry 500L reaction flask, put 30g of eriodictyol (content greater than 98%), 120g of DMF, stir to dissolve, add 0.2g of potassium iodide, heat up to 80°C, add dropwise 30g of dimethyl sulfoxide and 0.3g of trifluoro Mixed solution of acetic anhydride, about 2h drop. After the dropwise addition, the reaction was started at 80°C. After 6 hours, the raw material was controlled in the liquid phase, and the raw material was less than 1%, and the reaction was stopped.

[0041] Ammonia water was added dropwise at room temperature, and the reaction was continued for 1 h. After filtration, the filtrate was recovered under reduced pressure to obtain a black oily substance. Add 300g of 5% hydrochloric acid solution, continue to reflux for half an hour, filter while heating, continue to wash the filter cake with hot water until neutral, and obtain crude luteolin.

[0042] The crude product was dissolved and clarified by adding DMF, filtered, and the solvent was reco...

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Abstract

The invention provides a preparation method of luteolin, adding eriodictyol into dimethylformamide, stirring and dissolving, adding potassium iodide, heating, and then adding a mixed solution of acidic compound and dimethyl sulfoxide for reaction, to be reacted After completion, let it stand at room temperature; then add alkaline solution to react, after the reaction is complete, filter, and the filtrate depressurizes to recover the solvent to obtain a black oil, add hydrochloric acid solution, reflux reaction, and obtain crude luteolin after filtration; Add the crude oxalin to dimethylformamide to dissolve and clarify, filter, recover the solvent, add ethanol, cool, filter, and dry to obtain luteolin. The preparation method of the invention has the advantages of simple process, low cost, high output and yield; a small amount of potassium iodide is used as a catalyst, and acid dimethyl sulfoxide is used as an oxidant, so the cost advantage is large, the product is high in purity, and is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, and relates to a preparation method of natural product luteolin. Background technique [0002] Luteolin, the chemical name is 3',4',5,7-tetrahydroxyflavone, yellow needle crystal. It is named after the leaves, stems and branches of the herbaceous plant of Oleaceae. It is a representative natural flavonoid, which is widely distributed in the plant kingdom. Luteolin has a variety of pharmacological effects, such as sterilization, anti-inflammation, and astringent. At the same time, it has the pharmacological functions of vitamins. Its natural products have been used in clinical treatment of cough, expectorant, and anti-inflammatory, and have good curative effects. In addition, luteolin and Its glycosides have pharmacological effects such as antispasmodic, lowering blood pressure, and enhancing coronary blood flow. Some reports have pointed out that luteolin also has important functions of antihy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/30
CPCC07D311/30
Inventor 肖金霞郭文华杨雪峰杨晓东
Owner 陕西嘉禾药业有限公司