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Preparation method of 2,4-dichloro-1,1,1-trifluorobutane derivative

A technology of trifluorobutane and its derivatives, which is applied in the field of preparation of 2,4-dichloro-1,1,1-trifluorobutane derivatives, can solve the problems of three wastes in the reaction, and achieve the improvement of catalytic efficiency, The effect of less three wastes and mature industrial production technology

Active Publication Date: 2015-02-04
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Literature Org.Lett.2012,14(24),6214-6217 reported a kind of telomerization method using 2,2-dichloro-1,1,1-trifluoroethane and styrene as raw materials, due to the use A chemical amount of copper powder is added, and there are more three wastes in the reaction

Method used

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  • Preparation method of 2,4-dichloro-1,1,1-trifluorobutane derivative
  • Preparation method of 2,4-dichloro-1,1,1-trifluorobutane derivative
  • Preparation method of 2,4-dichloro-1,1,1-trifluorobutane derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Add 1.4 grams of copper chloride and 3.2 grams of 2,2-bipyridine to a 500 mL titanium alloy belt stirred autoclave, dissolve them in 20 mL of acetonitrile, replace the air in the kettle with nitrogen, and inject 312 grams of R123 and 63 grams of benzene with nitrogen pressure. Ethylene, reaction temperature 60°C, reaction time 12 hours, after the reaction, the crude product was distilled at atmospheric pressure to remove R123 and acetonitrile, and then recycled, continued vacuum distillation to collect 1,1,1-trifluoro-2,4-dichloro- 4-butylbenzene, conversion rate 100%, selectivity 96.2%.

Embodiment 2～7

[0023] Examples 2-7 Prepare 1,1,1-trifluoro-2,4-dichloro-4-butylbenzene according to the same preparation method as in Example 1, except that the reaction catalyst in Example 1 is chlorine Copper chloride, and copper element, cupric chloride, cuprous chloride, cupric bromide or cuprous iodide respectively in embodiment 2~7. The reaction results of Examples 2-7 are shown in Table 1.

[0024] Table 1 Catalyst and Catalytic Auxiliary Effect

[0025]

Embodiment 8～13

[0027] Examples 8-13 Prepare 2,4-dichloro-1,1,1-trifluorobutane derivatives according to the same preparation method as in Example 1, except that styrene is used as raw material in Example 1, and The raw materials used in Examples 8-13 are respectively naphthalene ethylene, methyl styrene, n-hexene, isooctene, trifluoropropene and propenyl alcohol. The reaction results of Examples 8-13 are shown in Table 2.

[0028] Table 2 The reaction results of different kinds of alkenes

[0029] Example

[0030] 11

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Abstract

The invention discloses a preparation method of a 2,4-dichloro-1,1,1-trifluorobutane derivative. The 2,4-dichloro-1,1,1-trifluorobutane derivative is prepared by taking 2,2-dichloro-1,1,1-trifluoroethane and CH2=CHR as raw materials in the presence of a polymerization regulating catalyst, a catalytic promoter and a solvent, wherein the polymerization regulating catalyst is copper chloride or cuprous chloride, the catalytic promoter is 2,2-dipyridyl, pentamethyl diethylenetriamine, tri(2-pyridyl methyl) amine or tri(2-dimethylamino ethyl) amine, the solvent is acetonitrile, methyl alcohol or dimethyl sulfoxide. The invention provides a novel synthesis route which produces less three wastes and is high in catalytic efficiency, and is mainly used for preparing the 2,4-dichloro-1,1,1-trifluorobutane derivative.

Description

technical field [0001] The invention relates to a preparation method of 2,4-dichloro-1,1,1-trifluorobutane derivatives. Background technique [0002] In the past few decades, the research on the synthesis of fluorine-containing compounds has been a hot area of ​​concern for chemists. As the element with the strongest electron-attracting ability, fluorine atom can form a strong C-F bond with carbon atom, and its atomic radius is similar to that of hydrogen atom. After introducing F atom into organic matter, it can significantly change the physical and chemical properties of the compound and biological activity. [0003] Fluorine-containing organic substances have been widely used in chemical drugs, pesticides, photoelectric materials and other fields, but most of the existing organic fluorine-containing substances do not exist in nature and need to be synthesized artificially. Therefore, for the research on the synthesis of fluorine-containing organic substances, the types ...

Claims

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Application Information

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IPC IPC(8): C07C17/275C07C22/08C07C21/18C07C33/42C07C29/44
Inventor 吕剑赵波曾纪珺马辉韩升唐晓博郝志军毛伟张伟王博李凤仙
Owner XIAN MODERN CHEM RES INST
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