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

A technology of trifluoroacetophenone and synthesis method, which is applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of organic compounds, etc., can solve the problems of extremely high requirements on industrial equipment, unsuitable for industrial production, and high industrial production costs , to achieve the effect of simplifying the production separation process, low price and reducing cost consumption

Active Publication Date: 2020-12-04
TAIZHOU ABSOBIOTEC CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] This reaction needs to use a strong base, which needs to be carried out under the cryogenic conditions of -78°C to -70°C, which requires a lot of energy consumption, and the raw materials are flammable and explosive. The requirements for industrial equipment are extremely high, so its industrial production cost is high, the economic effect is poor, and it is not suitable for industrial production

Method used

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

Examples

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Embodiment 1

[0039] A kind of synthetic method of 3',5'-dichloro-2,2,2-trifluoroacetophenone, using compound I as raw material, prepared through the following steps:

[0040] S1, react compound I with magnesium to obtain the Grignard reagent of compound I;

[0041] S2. React the Grignard reagent of compound I obtained in step S1 with compound II, and then treat with acid to obtain 3',5'-dichloro-2,2,2-trifluoroacetophenone.

[0042]In the above reaction, compound I is 1,3,5-trichlorobenzene, and compound II is trifluoroacetyldimethylamine.

[0043] Step S1 is specifically as follows:

[0044] S1-1. Weigh 7.2g of magnesium chips (0.3mol) into the reaction flask, add 60mL of tetrahydrofuran (solvent I), and stir evenly at room temperature to obtain the mixed system I;

[0045] S1-2. Weigh 34.4g of 1,3,5-trichlorobenzene and dissolve it with 90mL of tetrahydrofuran (solvent I) to obtain the mixed system II, and put the mixed system II in a separatory funnel for later use;

[0046] S1-3. Ra...

Embodiment 2

[0051] A method for synthesizing 3',5'-dichloro-2,2,2-trifluoroacetophenone, the difference from Example 1 is that in step S2, compound II uses the amount of trifluoroacetyl di Ethylamine (55.8 g) was substituted for trifluoroacetyldimethylamine.

Embodiment 3

[0053] A synthetic method of 3',5'-dichloro-2,2,2-trifluoroacetophenone, the difference from Example 1 is that in step S2, compound II uses trifluoroacetylpiper Pyridine (52.3 g) was substituted for trifluoroacetyldimethylamine.

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Abstract

The invention relates to the technical field of chemical pharmacy, in particular to a synthesis method of 3', 5' dichloro-2, 2, 2-trifluoroacetophenone. The method comprises the following steps of: reacting 1, 3, 5-trichlorobenzene or 3, 5-dichloro-1-bromobenzene with magnesium to form a Grignard reagent, carrying out nucleophilic addition reaction on the Grignard reagent and a trifluoroacetyl reagent; and carrying out acid treatment to obtain 3', 5'-dichloro-2, 2, 2-trifluoroacetophenone; the method has the advantages of mild reaction conditions, low raw material cost, favorable economic effect and wide industrial production prospects.

Description

technical field [0001] This application relates to the technical field of chemical industry and pharmacy, in particular to a synthesis 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. Its synthesis method and industrial production method have important significance. [0003] The Chinese invention patent with the patent publication number CN107353189A and the publication date of November 17, 2017 discloses a method for preparing a 3',5'-dichloro-2,2,2- The synthesis method of trifluoroacetophenone is based on the principle of extracting the bromine atom on 3,5-dichlorobromobenzene by strong base, and then reacting with an organic fluorine reagent, thereby replacing the bromine atom with a trifluoroacetyl group. [0004] This reaction needs to use a strong base, which needs to be carried out under the cryogenic c...

Claims

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Application Information

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IPC IPC(8): C07C45/45C07C49/80
CPCC07C45/455C07C49/80
Inventor 张凌霄蔡刚华唐宏渊程锦涛
Owner TAIZHOU ABSOBIOTEC CO LTD
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