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Preparation method of 3, 4, 5-trifluorobromobenzene

A technology for trifluorobromobenzene and trifluoroaniline, which is applied in the field of preparation of 3,4,5-trifluorobromobenzene, can solve problems such as trichloronitrobenzene that cannot be effectively utilized, and achieves high-value utilization and improved The effect of utilization and process efficiency

Active Publication Date: 2020-12-01
新岸诺亚(北京)催化科技有限公司 +2
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In view of the above analysis, the present invention aims to provide a preparation method of 3,4,5-trifluorobromobenzene, in order to solve the problem that the by-product 3,4,5-trichloronitrobenzene cannot be effectively utilized

Method used

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  • Preparation method of 3, 4, 5-trifluorobromobenzene
  • Preparation method of 3, 4, 5-trifluorobromobenzene
  • Preparation method of 3, 4, 5-trifluorobromobenzene

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preparation example Construction

[0045] Such as figure 1 Shown, preparation method comprises the following steps:

[0046] Step 1, 3,4,5-trichloronitrobenzene is fluorinated to obtain 3,5-dichloro-4-fluoronitrobenzene.

[0047] Specifically, 3,4,5-trichloronitrobenzene and anhydrous potassium fluoride, the molar ratio is 1:(1-1.2), distilled and dehydrated under reduced pressure at 140-150°C for 2-5 hours with stirring. Since 3,4,5-trichloronitrobenzene is a by-product, it contains more water, and the water molecule contains hydroxyl groups, which is not conducive to the fluorination reaction, so it needs to be dehydrated before the reaction. Add an appropriate amount of phase transfer catalyst, raise the temperature to 175-180°C and react for 8-10 hours. Phase transfer catalysts include: tetraphenylphosphine bromide, tetrabutylphosphine bromide, tetrabutylammonium bromide, benzyltriethylammonium chloride.

[0048]It should be noted that the 3,4,5-trichloronitrobenzene in step 1 can directly use the by-pro...

Embodiment 1

[0090] Embodiment 1 (step 1)

[0091] In the flask, 679.5 grams of 3,4,5-trichloronitrobenzene and 191.5 grams of anhydrous potassium fluoride were distilled and dehydrated under reduced pressure at 140°C for 3 hours while stirring, and a phase transfer catalyst (benzyltriethylammonium chloride) was added , heated to 175° C. for 8 hours, cooled, added water to separate layers, and rectified the organic phase under reduced pressure to obtain 504 g of 3,5-dichloro-4-fluoronitrobenzene with a yield of 80%.

Embodiment 2

[0092] Embodiment 2 (step 1)

[0093] In the flask, 679.5 grams of 3,4,5-trichloronitrobenzene and 191.5 grams of anhydrous potassium fluoride were distilled and dehydrated under reduced pressure at 145°C for 2 hours while stirring, and a phase transfer catalyst (tetrabutylammonium bromide) was added, and the temperature was raised React at 178°C for 8 hours, cool, add water to separate layers, and rectify the organic phase under reduced pressure to obtain 491.4 g of 3,5-dichloro-4-fluoronitrobenzene with a yield of 78%.

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Abstract

The invention relates to a preparation method of 3, 4, 5-trifluorobromobenzene, belongs to the technical field of chemical synthesis, and solves the problem that a byproduct 3, 4, 5-trichloronitrobenzene generated in a process of preparing 3, 4-dichloronitrobenzene by introducing chlorine into parachloronitrobenzene cannot be effectively utilized. The method comprises the step of preparing 3, 4, 5-trifluorobromobenzene by taking 3, 4, 5-trichloronitrobenzene as a raw material. According to the technical scheme provided by the invention, the utilization rate of raw materials and the efficiencyof the process can be improved, and high-value utilization of byproducts is realized.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of 3,4,5-trifluorobromobenzene. Background technique [0002] In the process of preparing 3,4-dichloronitrobenzene from p-chloronitrobenzene, the by-product 3,4,5-trichloronitrobenzene will be produced. Since 3,4,5-trichloronitrobenzene is a by-product, the yield and purity of 3,4,5-trichloronitrobenzene are not enough to be sold as a special product, but as an important chemical intermediate raw material directly Discarding is a waste of resources. Therefore, there is an urgent need for a method to process 3,4,5-trichloronitrobenzene. Contents of the invention [0003] In view of the above analysis, the present invention aims to provide a preparation method of 3,4,5-trifluorobromobenzene to solve the problem that the by-product 3,4,5-trichloronitrobenzene cannot be effectively utilized. [0004] The purpose of the present invention is mainly ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/35C07C25/13C07C209/86C07C209/36C07C209/74C07C211/52C07C201/12C07C201/08C07C205/12
CPCC07C201/12C07C209/365C07C209/86C07C17/35C07C201/08C07C209/74C07C205/12C07C211/52C07C25/13
Inventor 胡海峰吴升刘琳苗慧时金彪项业专
Owner 新岸诺亚(北京)催化科技有限公司
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