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Synthesis method of 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxy methyl thiophene

A technology of ethoxymethylthiophene and methoxyethoxy, which is applied in the field of compound synthesis, can solve the problems of harsh reaction conditions, long reaction time, and low yield, and achieve short reaction time, easy operation, and high yield. high effect

Inactive Publication Date: 2018-07-20
EASTERN GANSU UNIVERSITY
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0003] At present, the existing method for synthesizing water-soluble polythiophene monomer 2,5-dibromo-3-crown ether thiophene has harsh reaction conditions and needs to be synthesized under anaerobic and anhydrous conditions, and the reaction time is long. Low yield

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  • Synthesis method of 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxy methyl thiophene

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Embodiment Construction

[0014] In order to make the objects and advantages of the present invention clearer, the present invention will be further described in detail below in conjunction with the examples. It should be understood that the specific embodiments described here are only used to explain the present invention, not to limit the present invention.

[0015] The embodiment of the present invention provides a synthesis method of 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxymethylthiophene, the synthesis route of which is as follows:

[0016]

[0017] Specifically, the following steps are included:

[0018] Synthesis of S1, intermediate compound 3-[2-(2-methoxyethoxy) ethoxymethylthiophene

[0019] 3-methanolthiophene (9.23g, 80.8mmol), tricrown bromide (3) (23.2g, 84.6mmol), tetrabutylammonium bromide (TBAB, 2.88g, 8.08mmol) and potassium hydroxide (10.1 g, 164mmol) was put into a three-necked flask and stirred at room temperature for 10h, then added 4.32g of water, the mixture was extracted ...

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Abstract

The invention discloses a synthesis method of 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxy methyl thiophene. The synthesis method comprises the following steps: S1, putting 9.23 g of 3-methanol thiophene, 23.2 g of bromotricoronal ether, 2.88 g of tetrabutylammonium bromide and 10.1 g of potassium hydroxide into a three-neck flask, performing stirring reaction at room temperature for 10 hours, adding4.32 g of water, extracting for three times by using diethyl ether, combining extracted liquid, washing the extracted liquid with water for three times, drying by using anhydrous sodium sulfate, filtering and evaporating to remove a solvent, and purifying the crude product by a distillation method to obtain 3-[2-(2-methoxyethoxy)]ethoxy methyl thiophene; and S2, synthesizing the target compound 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxy methyl thiophene. The synthesis method disclosed by the invention is mild in reaction condition, short in reaction time, simple and convenient in operation andhigh in yield; and a simple synthesis method is provided for synthesis of a water-soluble thiophene derivative.

Description

technical field [0001] The invention relates to the field of compound synthesis, in particular to a synthesis method of 2,5-dibromo-3-[2-(2-methoxyethoxy)]ethoxymethylthiophene. Background technique [0002] Polythiophene and its derivatives are an important class of diconjugated polymer functional materials. This kind of polymer has been paid more and more attention by researchers because of its excellent photoelectric properties. Among them, water-soluble polythiophene derivatives are not only widely used in the field of organic photoelectric materials because of their good photoelectric properties, processability and stability, And it has also been paid attention to in many other fields, and it is one of the research hotspots in recent years. Therefore, the synthesis and performance research of water-soluble thiophene derivatives are of great significance. [0003] At present, the existing method for synthesizing water-soluble polythiophene monomer 2,5-dibromo-3-crown et...

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/28
CPCC07D333/28
Inventor 张玉全郑旭东朱继华李艳春郭国哲
Owner EASTERN GANSU UNIVERSITY