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Method for preparing trifluoromethoxybenzene

A technology of trifluoromethoxybenzene and trichloromethyl, which is applied in the field of compound preparation, can solve problems such as adverse effects and inability to separate, and achieve the effect of low toxicity

Active Publication Date: 2014-02-05
KINGCHEM LIAONING CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These two solvents have played a very good solvent effect on the chlorination of anisole, but may have adverse effects on subsequent reactions, such as: trichloromethoxybenzene is obtained after fluorination of trichloromethoxybenzene , its boiling point is 102°C, and the boiling point of trifluorotoluene is also 102°C, the two will not be able to separate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1: A method for preparing trifluoromethoxybenzene developed by the present invention includes the following steps, (1) taking anisole as a raw material and introducing chlorine gas to undergo a chlorination reaction to obtain α,α,α-trifluoromethoxybenzene Chloroanisole and 1,4-bis(α,α,α-trichloromethyl)benzene, the solvent used in this reaction is p-ditrifluoromethylbenzene, the initiator is phosphorus trichloride, azobisiso Any one, two or more of nitrile and benzoyl peroxide, the chemical reaction formula is as follows:

[0024]

[0025] (2) After step (1) to remove the solvent, use ordinary distillation methods, α,α,α-trichloroanisole, 1,4-bis(α,α,α-trichloromethyl) Benzene and anhydrous hydrogen fluoride undergo a fluorination reaction under the condition of a perfluorosulfonyl fluoride catalyst to obtain trifluoromethoxybenzene and p-ditrifluoromethylbenzene, and the obtained by-product p-ditrifluoromethylbenzene is added to (1) Recycling in the reactio...

Embodiment 2

[0036]Embodiment 2: A method for preparing trifluoromethoxybenzene developed by the present invention includes the following steps, (1) taking anisole and p-dimethylbenzene as raw materials and passing chlorine gas into a chlorination reaction to obtain α ,α,α-Trichloroanisole and 1,4-bis(α,α,α-trichloromethyl)benzene, the solvent used in this reaction is p-ditrifluoromethylbenzene, and the initiator is trichloride Any one, two or more of phosphorus, azobisisobutyronitrile, and benzoyl peroxide, the chemical reaction formula is as follows:

[0037] ;

[0038] (2) Removing the solvent after step (1), α,α,α-trichloroanisole, 1,4-bis(α,α,α-trichloromethyl)benzene and anhydrous hydrogen fluoride in perfluorinated Under the condition of a sulfonyl fluoride catalyst, a fluorination reaction occurs to obtain trifluoromethoxybenzene and p-ditrifluoromethylbenzene, and the obtained by-product p-ditrifluoromethylbenzene is added to the reaction in step (1) for circulation Use, the r...

Embodiment 3

[0050] Embodiment 3: A method for preparing trifluoromethoxybenzene developed by the present invention includes the following steps, (1) taking anisole and p-dimethylbenzene as raw materials and passing chlorine gas into a chlorination reaction to obtain α ,α,α-Trichloroanisole and 1,4-bis(α,α,α-trichloromethyl)benzene, the solvent used in this reaction is p-ditrifluoromethylbenzene, and the initiator is trichloride Any one, two or more of phosphorus, azobisisobutyronitrile, and benzoyl peroxide, the chemical reaction formula is as follows:

[0051] ;

[0052] (2) Removing the solvent after step (1), α,α,α-trichloroanisole, 1,4-bis(α,α,α-trichloromethyl)benzene and anhydrous hydrogen fluoride in perfluorinated Under the condition of a sulfonyl fluoride catalyst, a fluorination reaction occurs to obtain trifluoromethoxybenzene and p-ditrifluoromethylbenzene, and the obtained by-product p-ditrifluoromethylbenzene is added to the reaction in step (1) for circulation Use, the ...

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PUM

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Abstract

The invention discloses a method for preparing trifluoromethoxybenzene. The method comprises the following steps: (1) introducing chlorine into the raw material of benzaldehyde or a mixture of benzaldehyde and parylene for chlorination; (2) carrying out fluoridation on the chlorination product prepared in the step (1) with anhydrous hydrogen fluoride to obtain trifluoromethoxybenzene and paradibenzenyl. The method has the advantage that trifluoromethoxybenzene and paradibenzenyl are prepared by using benzaldehyde or the mixture of benzaldehyde and parylene as the raw material and paradibenzenyl as a solvent, and reacting under the condition of initiator without illumination. The bi-product of paradibenzenyl can be recycled as a solvent for chlorination or sold as a product. As the paradibenzenyl is low in toxicity and environment-friendly, the problem that carbon tetrachloride is high in toxicity can be completely solved. Besides, the paradibenzenyl is better in symmetry than trifluorotoluene, chlorobenzotrifluoride and chlorobenzotrifluoride, so that the paradibenzenyl is weaker in polarity and can be easily separated from target products.

Description

technical field [0001] The invention belongs to the technical field of compound preparation, in particular to a method for preparing trifluoromethoxybenzene. Background technique [0002] Trifluoromethoxybenzene is an important intermediate for the synthesis of electronic chemicals such as pharmaceuticals, pesticides, dyes and liquid crystal materials, and its demand is increasing year by year. [0003] Because the methyl chlorination of anisole is different from the methyl chlorination of toluene compounds, the methyl chlorination of anisole is very easy to chlorinate the benzene ring, and at the same time, cross-linking occurs to produce tar. So a solvent must be added to control the chlorination of the benzene ring. Publication number is described in CN1390820A document and uses carbon tetrachloride as solvent, has well controlled the chlorination of benzene ring, but carbon tetrachloride is a kind of substance that depletes the ozone layer, is an international conventio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/22C07C43/225
CPCC07C41/22C07C43/225
Inventor 刘广生付立民贾铁成刘占龙苏禄平
Owner KINGCHEM LIAONING CHEMICAL CO LTD
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