Preparation method of low-energy consumption easy-industrial production high-purity dihydroartemisinic acid

A technology of dihydroartemisinic acid and low energy consumption is applied in the separation/purification of carboxylic acid compounds, organic chemistry and other directions, and can solve the problems of unfavorable industrial production of dihydroartemisinic acid, low content, and many acid-base waste water. , to achieve the effect of easy industrialization and promotion, simple operation and wide application

Inactive Publication Date: 2019-09-13
长沙艾康生物科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] There are many studies and patents on dihydroartemisinic acid extraction from artemisinin waste oil, but up to now, there are still various deficiencies in the industrial production of dihydroartemisinic acid: such as patent CN103524527A, using Molecular distillation technology is used to extract artemisinic acid and dihydroartemisinic acid, but a single high-content dihydroartemisinic acid cannot be obtained, and the capital required for early equipment investment is relatively large; for example, patent CN103694106A uses alkali extraction and acid precipitation to extract dihydroartemisinic acid Artemisinin, the resulting product is 98.6% detected by HPLC. When used to synthesize artemisinin, because the impurity content is too high, the synthetic artemisinin impurities will be too high, so it cannot be directly used in pharmaceuticals; such as patent CN104262137A using ...

Method used

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  • Preparation method of low-energy consumption easy-industrial production high-purity dihydroartemisinic acid
  • Preparation method of low-energy consumption easy-industrial production high-purity dihydroartemisinic acid
  • Preparation method of low-energy consumption easy-industrial production high-purity dihydroartemisinic acid

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Effect test

Embodiment 1

[0039] A method for preparing high-purity dihydroartemisinic acid with low energy consumption and easy industrial production, comprising the following steps:

[0040](1) Extraction and concentration: take 400 g of waste oil without residual solvent used in the production of artemisinin after the concentration is complete, and its dihydroartemisinic acid content is 6.5% after detection, and add methanol with a volume concentration of 80% under the condition of stirring 12000ml of aqueous solution, the methanol aqueous solution contains sodium hydroxide with a mass volume ratio of 5%. Stir continuously at room temperature for 8h, let it stand for 4h, and centrifuge to obtain a clear golden yellow extract. The pressure is above -0.07MPa, 45°C Vacuum concentration to 600ml;

[0041] (2) Extraction: Add 600ml of petroleum ether to the alkaline water layer of the concentrated solution obtained in step (1), stir and extract for 2h, let stand for 1h, and separate the lower alkaline wa...

Embodiment 2

[0050] A method for preparing high-purity dihydroartemisinic acid with low energy consumption and easy industrial production, comprising the following steps:

[0051] (1) Extraction and concentration: take 100 kg of waste oil without residual solvent used in the production of artemisinin after the concentration is complete, and its dihydroartemisinic acid content is 6.9% after testing, and add ethanol with a volume concentration of 60% under the condition of stirring 3000L aqueous solution, the ethanol aqueous solution contains sodium bicarbonate with a mass volume ratio of 0.1%. Stir continuously at room temperature for 6h, let it stand for 2h, and centrifugally filter to obtain a clear golden yellow extract. The pressure is above -0.07MPa, 55°C Vacuum concentration to 200L;

[0052] (2) Extraction: Add 300L ethyl acetate to the alkaline water layer of the concentrated solution obtained in step (1), stir and extract for 0.5h, let stand for 2h, and separate the lower alkaline ...

Embodiment 3

[0062] A method for preparing high-purity dihydroartemisinic acid with low energy consumption and easy industrial production, comprising the following steps:

[0063] (1) Extraction and concentration: take 1000 kg of waste oil without residual solvent used in the production of artemisinin after the concentration is complete, and its dihydroartemisinic acid content is 6.9% after detection, and add acetone with a volume concentration of 40% under the condition of stirring 30000L aqueous solution, the methanol aqueous solution contains disodium bicarbonate with a mass volume ratio of 1%. Stir continuously at room temperature for 4h, let it stand for 6h, and centrifuge to obtain a clear golden yellow extract with a pressure of -0.07MPa or more, 65 ℃ Vacuum concentration to 2000L;

[0064] (2) Extraction: Add 3000L of dichloromethane to the alkaline water layer of the concentrated solution obtained in step (1), stir and extract for 1 hour, let stand for 0.5 hour, and separate the l...

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Abstract

The invention belongs to the field of medicinal chemistry, and particularly relates to a preparation method of low-energy consumption easy-industrial production high-purity dihydroartemisinic acid. The method comprises the following steps: (1) performing extraction concentration; (2) performing extraction; (3) performing acidification; (4) performing extraction; (5) performing concentration; (6) performing primary crystallization; (7) performing decolorization; (8) performing recrystallization; and (9) performing drying. According to the preparation method of the dihydroartemisinic acid provided by the invention, the steps of extraction concentration, extraction and acidification do not need heating, the operation temperature is room temperature, heating is required only when reagents arerecovered, so that the energy consumption is lower; the preparation method does not need column chromatography, does not need to add special equipment, and has smaller investment, simple operation, and easy industrialization and promotion; and the purity of the dihydroartemisinic acid prepared by the preparation method all reaches 99%, the highest purity can reach 99.9%, and the yield of the dihydroartemisinic acid is about 75-80%.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a method for preparing high-purity dihydroartemisinic acid with low energy consumption and easy industrial production. Background technique [0002] Artemisinin is a new type of antimalarial drug discovered by Mr. Tu Youyou, a famous Chinese pharmacist and winner of the 2015 Nobel Prize in Medicine, which has the advantages of "high efficiency, quick action, and low toxicity". It has special effects. From 1973 when artemisinin was discovered to 2018, in the past few decades, artemisinin and artemisinin derivatives have developed into a large industry with an annual output value of 1.5 billion US dollars, and the price of artemisinin In 2012, the price peaked at 5,800 yuan per kilogram in recent years and then fell all the way to 950 yuan per kilogram in 2016. From 2016 to 2018, the price of artemisinin has been at 950-1200 yuan per kilogram for two years. The price...

Claims

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Application Information

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IPC IPC(8): C07C51/42C07C57/26
CPCC07C51/42C07C2602/10C07C57/26
Inventor 廖书桥彭国平欧阳斌
Owner 长沙艾康生物科技有限公司
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