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A kind of preparation method of pentafluorophenol

A technology of pentafluorophenol and toluene, applied in the field of preparation of pentafluorophenol, can solve the problems of high manufacturing cost, waste of bromine resources, environmental pollution and the like

Active Publication Date: 2020-07-07
上海万溯药业有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method uses bromopentafluorobenzene as the raw material for introducing pentafluorophenyl, which also has defects such as waste of bromine resources, low atom economy, environmental pollution, and high manufacturing costs.

Method used

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  • A kind of preparation method of pentafluorophenol
  • A kind of preparation method of pentafluorophenol
  • A kind of preparation method of pentafluorophenol

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preparation example Construction

[0053] The first aspect of the present invention provides a kind of preparation method of pentafluorophenol, the structure of described pentafluorophenol is as shown in formula I:

[0054]

[0055] The preparation method of pentafluorophenol provided by the present invention can comprise decarboxylation reaction, and described decarboxylation reaction is specifically: the compound of formula II is under the condition that alkali exists, generates the compound of formula III, and reaction equation is as follows:

[0056]

[0057] In the decarboxylation reaction, the reaction can usually be carried out under the condition of gas protection, and the gas protection can use one or more combinations of nitrogen, inert gas, etc., and the inert gas can be, for example, helium, neon , argon, krypton, xenon, etc. one or more combinations.

[0058] In the decarboxylation reaction, the reaction can be carried out in the presence of a reaction solvent, which can be an organic solvent...

Embodiment 1

[0083] 1L three-necked flask, add 424 grams of pentafluorobenzoic acid, 1060 grams of toluene, and 202 grams of triethylamine. Heating to 100°C-110°C, reacting for 24 hours, the conversion is complete. Atmospheric pressure recovery triethylamine and toluene. Distilled to obtain 335g of pentafluorobenzene, GC area normalization method purity (A%): 99%, yield: 99%. GCMS: 168.

Embodiment 2-6

[0085] The consumption and kind of organic solvent are as shown in table 1, and other is with embodiment 1, and its result is shown in table 1

[0086] Table 1

[0087]

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Abstract

The invention relates to the field of organic synthesis and in particular relates to a preparation method of pentafluorophenol. The structural formula of pentafluorophenol is as shown in a formula I. The preparation method specifically comprises the following steps of: (1) decarboxylic reaction; (2) Grignard reaction; and (3) oxidizing reaction. According to the preparation method of pentafluorophenol, raw materials are easily available and are low in cost, the production cost is low, the waste of bromine resources is avoided, and adverse effects on the environment are reduced; meanwhile, the preparation method of pentafluorophenol is mild in reaction condition, high in process safety, few in product impurity, easy in extraction and purification and stable in quality; and the content of pentafluorophenol obtained by refining is greater than 99%, so that the preparation method is completely suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a preparation method of pentafluorophenol. Background technique [0002] Pentafluorophenol is an important chemical intermediate widely used in the fields of medicine and liquid crystal materials, so it has become the research and development focus of various pharmaceutical companies and chemical companies. [0003] At present, there are the following several reports on the preparation method of pentafluorophenol in the world: [0004] 1. Foreign literature uses hexafluorobenzene as a raw material and hydrolyzes pentafluorophenol under alkaline conditions to produce pentafluorophenol (Journal of Organic Chemistry; vol.56; nb.26; (1991); p.7350–7354). The manufacturing cost of this method is too high to meet the market price demand. [0005] 2. CN102887817 uses pentafluorobromobenzene as the raw material for introducing pentafluorophenyl, that is, pentafluorobromobenzene is acid...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C37/60C07C39/36
CPCC07C17/363C07C37/60C07F5/04C07C39/36C07C25/13
Inventor 许智汪奇辉崔永涛李桂云肖亚平孙中岳
Owner 上海万溯药业有限公司
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