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Method for synthesizing diaryl ether compounds

A technology for diaryl ethers and compounds, which is applied in the field of preparation of synthetic compounds, can solve the problems of harsh reaction conditions, many by-products, complicated preparation processes, etc., and achieves the effects of mild reaction conditions, improved selectivity and simple operation.

Inactive Publication Date: 2013-10-09
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims to solve the problems that existing methods for synthesizing diaryl ether compounds have complicated preparation techniques, harsh reaction conditions, difficult operation control, many by-products, and the catalyst used in the reaction is easy to oxidize and difficult to preserve, thus making it difficult to realize industrial production. , and a method for synthesizing diaryl ether compounds is provided

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  • Method for synthesizing diaryl ether compounds
  • Method for synthesizing diaryl ether compounds
  • Method for synthesizing diaryl ether compounds

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specific Embodiment approach 1

[0034] Specific embodiment one: a kind of method for synthesizing diaryl ether compound described in this embodiment is specifically carried out according to the following steps:

[0035] 1. Preparation of crude diaryl ether compound: Add picolinic acid, cesium carbonate, sodium ascorbate, polyethylene glycol 400 and dimethyl sulfoxide to copper trifluoroacetate in sequence, and stir and mix for 10-20 minutes, then add phenol Classes and aryl iodides, and then heated from room temperature to 40-60°C under the protection of nitrogen, and reacted at a temperature of 40-60°C for 10h-18h to obtain crude diaryl ether compounds;

[0036] The mol ratio of described phenols and aryl iodide is 1:(1~1.5); The mol ratio of described copper trifluoroacetate and phenols is 1:(5~15); Described picolinic acid and The mol ratio of phenols is 1:(3~8); The mol ratio of described cesium carbonate and phenols is (1.5~2.5):1; The mol ratio of described sodium ascorbate and phenols is 1:(4 ~8); th...

specific Embodiment approach 2

[0043] Specific embodiment two: the difference between this embodiment and specific embodiment one is: the phenols described in step one are phenol, o-cresol, m-cresol, p-cresol, o-methoxyphenol, m-cresol Methoxyphenol or p-methoxyphenol. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0044] Embodiment 3: The difference between this embodiment and Embodiment 1 or 2 is that the aryl iodide described in step 1 is iodobenzene, m-chloroiodobenzene, p-chloroiodobenzene or p-bromoiodobenzene. Others are the same as in the first or second embodiment.

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Abstract

The invention relates to a preparation method for synthesizing compounds, particularly a method for synthesizing diaryl ether compounds. The invention aims to solve the problem of difficulty in implementing industrialized production due to the defects of complex preparation technique, strict reaction conditions, uncontrollable operation, too many byproducts, and high oxidation tendency and difficulty in storage of the catalyst used in reaction in the existing preparation method for synthesizing diaryl ether compounds. The method comprises the following steps: 1. preparing a diaryl ether compound crude product; and 2. purifying to obtain the diaryl ether compounds. By using the cupric salt which is easy to store and introducing the cheap ligand, the invention saves the cost and is simple to operate; and the invention has the advantages of mild reaction conditions, low temperature and high yield. The invention is used for synthesizing diaryl ether compounds.

Description

technical field [0001] The present invention relates to methods for the preparation of synthetic compounds. Background technique [0002] Diaryl ethers and their derivatives are very important compounds in organic chemistry and are widely used to produce high temperature resistant composite materials. In organic synthesis, some biologically active diphenyl ether compounds are important intermediates of new pyrethroid pesticides with high efficiency and low toxicity. As the raw material of chemical products such as perfume essence, fenfen ether is a relatively promising product for research and development at present. Because the excellent functions of diaryl ether compounds in various aspects such as drugs and materials have attracted more and more attention, the application of new methods to synthesize diaryl ether compounds with high efficiency and low cost has become the focus of many researchers. work topics. [0003] The Ullmann coupling reaction is an important reac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/16C07C43/275C07C43/29
Inventor 侯艳君夏金雷孙志忠初文艺
Owner HEILONGJIANG UNIV
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