Preparation method of 3',5'-dichloro-2,2,2-trifluoroacetophenone

A technology of trifluoroacetophenone and chlorinating reagent is applied in the field of preparation of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, and can solve the problem of high industrial production cost and high raw material cost , poor economic effect and other problems, to achieve the effects of low equipment maintenance components, lower production costs, and improved economic effects

Active Publication Date: 2020-12-22
TAIZHOU ABSOBIOTEC CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] 1. The PCT patent with the application number WO2018009751 discloses a preparation method using 3,5-dichlorobromobenzene and methyl trifluoroacetate as starting materials, using tetrahydrofuran as a solvent, by adding 3,5-dichlorobromobenzene React with isopropylmagnesium chloride-lithium chloride to prepare Grignard reagent and then react with methyl trifluoroacetate. In the above-mentioned prior art, isopropylmagnesium chloride and tetrahydrofuran are relatively expensive and explosive, and the production cost in industrial production higher, less economical
[0005] 2. The Chinese invention patent whose publication number is CN107353189A discloses a kind of 3,5-dichlorobromobenzene as a raw material, which is reacted with a tr

Method used

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  • Preparation method of 3',5'-dichloro-2,2,2-trifluoroacetophenone
  • Preparation method of 3',5'-dichloro-2,2,2-trifluoroacetophenone

Examples

Experimental program
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Effect test

Embodiment 1

[0051] A preparation method of 3',5'-dichloro-2,2,2-trifluoroacetophenone, comprising the steps of:

[0052] S1. Nitrating reaction of compound I with a nitrating reagent under the catalysis of acid I to obtain a composition of compound II and compound III;

[0053] S2, subjecting the composition of compound II and compound III obtained in step S1 to a nitro reduction reaction to obtain a composition of compound IV and compound V;

[0054] S3. Chlorinating the composition of compound IV and compound V obtained in step S2 with a chlorination reagent to obtain a composition of compound VI and compound VII;

[0055] S4, performing diazotization elimination reaction on the composition of compound VI and compound VII obtained in step S3 to obtain 3′,5′-dichloro-2,2,2-trifluoroacetophenone;

[0056]

[0057]

[0058] Step S1 specifically includes the following sub-steps:

[0059] S1-1. Take 104.5 g (0.5 mol) of compound I, stir and mix with 200 g of concentrated sulfuric aci...

Embodiment 2

[0073] A preparation method of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, the difference from Example 1 is that in step S1-1, acid I is selected from fuming sulfuric acid (200g, 04mol).

Embodiment 3～4

[0075] A preparation method of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, the difference from Example 1 is that in step S1-1, acid I uses 80% sulfuric acid, heat preservation reaction The time is 2h and 1h respectively.

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Abstract

The invention relates to the technical field of chemical pharmacy, particularly to a preparation method of 3',5'-dichloro-2,2,2-trifluoroacetophenone. According to the invention, 3',5'-dichloro-2,2,2-trifluoroacetophenone is prepared from 3'-chloro-2,2,2-trifluoroacetophenone as a raw material through four steps of nitrification, reduction, chlorination and deamination, and the method has the advantages of low raw material cost, mild reaction conditions, simple reaction process, facilitation of the reduction of the production cost, and improvement of the economic effect.

Description

technical field [0001] The present application relates to the technical field of chemical industry and pharmacy, in particular to a preparation method of 3′,5′-dichloro-2,2,2-trifluoroacetophenone. Background technique [0002] 3′,5′-Dichloro-2,2,2-trifluoroacetophenone is an important intermediate used in the synthesis of pesticides and veterinary drugs. [0003] In the prior art, the synthesis methods of 3′,5′-dichloro-2,2,2-trifluoroacetophenone mainly include the following types: [0004] 1. The PCT patent with the application number WO2018009751 discloses a preparation method using 3,5-dichlorobromobenzene and methyl trifluoroacetate as starting materials, using tetrahydrofuran as a solvent, by adding 3,5-dichlorobromobenzene React with isopropylmagnesium chloride-lithium chloride to prepare Grignard reagent and then react with methyl trifluoroacetate. In the above-mentioned prior art, isopropylmagnesium chloride and tetrahydrofuran are relatively expensive and explosi...

Claims

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Application Information

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IPC IPC(8): C07C45/61C07C49/80C07C245/20C07C221/00C07C225/22C07C201/08C07C205/45
CPCC07C45/61C07C245/20C07C221/00C07C201/08C07C205/45C07C225/22C07C49/80
Inventor 蔡刚华张凌霄唐宏渊程锦涛
Owner TAIZHOU ABSOBIOTEC CO LTD
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