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Green synthesis method of furane derivative

A multi-substituted furan, green synthesis technology, applied in the field of green synthesis of multi-substituted furan, can solve problems such as not meeting the development requirements, and achieve the effects of easy recycling, lower production costs, and lower environmental pollution

Inactive Publication Date: 2009-11-18
SOUTHWEST UNIVERSITY
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Problems solved by technology

However, in this method, benzene or toluene is usually used as a solvent, and p-toluenesulfonic acid, polyphosphoric acid, zinc chloride / acetic anhydride, hydrochloric acid / ethanol or boron trifluoride ether / chloroform are catalysts, involving toxic organic solvents, The use of strong acids or metals does not meet the development requirements of today's green chemistry

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  • Green synthesis method of furane derivative
  • Green synthesis method of furane derivative
  • Green synthesis method of furane derivative

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Embodiment Construction

[0011] In order to make the object, technical solution and advantages of the present invention clearer, preferred embodiments of the present invention are described in detail below.

[0012] In a preferred embodiment, the raw material 1,4-dicarbonyl compounds 1a, 3a~5a and 8a~10a are prepared according to the method in related literature: 1a (Nakazaki J et al.J.Mater.Chem., 2003, 13, 1011.) , 3a, 4a and 8a (Ceylan M et al. Synthesis, 2004, 1750.), 5a (Joczyk A et al. Tetrahedron, 1990, 46, 1025.), 9a (Gatezowski M et al. J. Org. Chem. , 2006,71,5942.), 10a (Wu AX et al.Synth.Commun., 1997,27,331.); 2a, 6a and 7a were purchased from Alfa Aesar Company; Reagents were all commercially available and without further Purification; in the reaction, TLC (GF254 silica gel plate) was used to monitor the reaction process, and the obtained target product was measured by X-4 type micro melting point instrument (digital display) (the temperature was not corrected), Bruker AV-300 type nuclea...

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Abstract

The invention discloses a green synthesis method of furane derivative; 1, 4 dicarbonyl compound is in water, catalyzed by highly acid positive ion-exchange resin, and is heated to obtain the furane derivative. The method takes water as solvent and highly acid positive ion-exchange resin as heterogeneous catalyst which are safe and nontoxic; the highly acid positive ion-exchange resin is easy to be recycled, thus not only reducing the environment pollution, but also reducing the manufacture cost; in addition, the method has simple operation, short reaction time, high yield and extensive application prospect, and is suitable for commercial process; and the products are easy to be separated and purified.

Description

technical field [0001] The invention relates to a compound synthesis method, in particular to a green synthesis method of multi-substituted furan. Background technique [0002] As a typical representative of five-membered heterocyclic compounds, furan exists widely in nature. Many polysubstituted furans are structural units of natural products and important medicines, showing strong biological and pharmaceutical activities. Therefore, the synthesis of polysubstituted furans has aroused great interest among chemists. The Paal-Knorr reaction is one of the important methods for the synthesis of furan compounds. The dehydration and cyclization of 1,4-dicarbonyl compounds under anhydrous and acidic conditions produces furan compounds. In recent years, due to the great progress in the synthesis of 1,4-dicarbonyl compounds, the Paal-Knorr furan synthesis method has also been widely used. However, in this method, benzene or toluene is usually used as a solvent, and p-toluenesulfo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/36C07D307/38C07D307/54C07D409/14B01J31/08B01J31/10
Inventor 何延红官智汪钢强
Owner SOUTHWEST UNIVERSITY
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