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A kind of preparation method of benzofuran compound

A technology of benzofuran and its compounds, which is applied in the field of benzofuran synthesis, can solve the problems of long routes, difficulty in obtaining, and many types of initial raw materials, and achieve the effect of simple raw material components and convenient process operation

Active Publication Date: 2021-06-01
DONGGUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The object of the present invention is to overcome the defects and deficiencies of conventional benzofuran compound synthesis methods, such as long routes, relatively short reaction conditions, many types of initial raw materials, and difficult availability, and to develop a preparation method for benzofuran compounds. method

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  • A kind of preparation method of benzofuran compound
  • A kind of preparation method of benzofuran compound
  • A kind of preparation method of benzofuran compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043]A method of synthesizing benzofuran in furan, as follows (reactive formula)figure 1 ):

[0044]The volume ratio of acetic acid with acetic acid and water was 3: 1 aqueous acetic acid solution, and 2 mL of the aqueous acetic acid solution was added to a 10 mL of the reaction tube, and 0.02 g of furan and 0.1 g of aluminum chloride catalyst were added to the reaction tube.

[0045]The reaction tube was reacted at 140 ° C for 1 hour, and benzofuran was obtained. After adding the reaction product to the inner label ethylbenzene, dissolved in dichloromethane, a quantitative analysis of furan and benzofuran in dichloromethane using GC-FID (seefigure 2 ). The furan conversion is 30.5%, and the yield of benzofuran is 25.8%, and the selectivity of benzofuran is as high as 99.1%. The solvent and benzofuran product were recovered by rectification, and the aqueous solution of solvent acetic acid was distilled under 100 ° C, and the benzofuran was further distilled off at 170 to 175 ° C.

Embodiment 2

[0047]A method of mixing benzofuran in furan, said method is as follows:

[0048]The volume ratio of acetic acid and water was formulated with water, and a aqueous acetic acid solution of 3: 1 was added to a 10 ml of the aqueous solution of acetic acid, 0.02 g of furan and 0.04 g of aluminum chloride removal of 3 ml of the reaction tube were added.

[0049]The reaction tube was reacted for 6 hours at 140 ° C, and benzofuran was obtained. After adding the reaction product to the inner label ethylbenzene, dissolved in dichloromethane and quantitative analysis of furan and benzofuran in dichloromethane using GC-FID. The furan conversion rate was 35.3%, and the yield of benzofuran was 29.8%, and the selectivity of benzofuran was as high as 97.3%. The solvent and benzofuran product were recovered by rectification.

Embodiment 3

[0051]A method of mixing benzofuran in furan, said method is as follows:

[0052]The volume ratio of acetic acid with acetic acid and water was 3: 1 aqueous acetic acid solution, and 2 mL of the aqueous acetic acid solution was added to a 10 mL of the reaction tube, and 0.02 g of furan and 0.1 g of aluminum chloride catalyst were added to the reaction tube.

[0053]The reaction tube was reacted at 155 ° C for 1 hour, and then benzofuran was obtained. The furan conversion rate was 36.7%, and the yield of benzofuran was 27.2%, and the selectivity of benzofuran was as high as 85.5%. The solvent and benzofuran product were recovered by rectification.

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Abstract

The invention relates to a preparation method of benzofuran compounds. The preparation method comprises the following steps: placing the furan compound, acetic acid and a Lewis acid catalyst in a reaction vessel, reacting at 80-160° C. for 0.5-24 h, separating and purifying to obtain the benzofuran compound. The preparation method provided by the invention uses furan compounds as reaction raw materials, acetic acid aqueous solution as solvent, Lewis acid as catalyst, and directly obtains benzofuran compounds through one-step reaction at a mild reaction temperature (80-160°C). The preparation method provided by the present invention can synthesize benzofuran compounds with corresponding structures and functional groups based on the structure and functional groups of furan compounds as raw materials. The selectivity of benzofuran is as high as 99%, which has the prospect of industrial application.

Description

Technical field[0001]The present invention belongs to the field of benzofuran synthesis, and more particularly to a method of preparing a benzofuran compound.Background technique[0002]Benzopranium compounds have strong biological activity, including antifungal activity, anti-inflammatory activity, anti-tumor activity, antioxidant activity, anti-rheumatism, calcium resistance, anti-plate activity, and excited plant development. The benzofuranside compound can also be applied to the pharmaceutical field to improve the physiological activity of the original compound. Biological activity of benzorantees and the application in the pharmaceutical field causes people's close attention. At present, the synthetic route of the benzofuran compound is long, and the reaction conditions are relatively large. Benzofuran is a core structure of a benzofuran compound and is also a simplest benzofuran compound. Even the artificial synthesis of benzofuran also requires a variety of reaction raw materia...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/79C07D307/82
CPCC07D307/79C07D307/82
Inventor 康世民许祖铭邱浩刘锦柱徐勇军孙成华李杰泰
Owner DONGGUAN UNIV OF TECH
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