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3-chloro-2-chloromethyl propylene, preparation method and application thereof

A technology of chloromethylpropene and dichloroacetone is applied in the preparation of carbon-based compounds, the preparation of halogenated hydrocarbons, chemical instruments and methods, etc., can solve the problems of complicated steps, expensive raw materials, low yield and the like, and achieves simple steps, Environmentally friendly, high-yield effect

Pending Publication Date: 2021-06-25
济南尚博医药股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The prior art (Kaleta, Jiri; Necs, Marek; Mazal, Ctibor; European Journal of Organic Chemistry; nb.25; (2012); p.4783-4796) discloses that dichloromethylcyclohexanesulfonate is obtained by elimination reaction 3-Chloro-2-chloromethylpropene, the raw material of this method is not easy to get
[0004] The prior art (Goetze, Astrid; Buhrmester, Claudia; Svoboda, Ingrid; Fuess, Hartmut; Croatica Chemica Acta; vol.72; nb.2-3; (1999); p.443-456) discloses the chlorination of pentaerythritol , acidification and elimination reaction to obtain 3-chloro-2-chloromethylpropene, the raw material of this synthesis method is easy to get, but the steps are loaded down with trivial details, and will produce a large amount of waste water
[0005] The prior art (Journal of the American Chemical Society; vol.78; (1956); p.4012, 4022) discloses the following Obtain 3-chloro-2-chloromethylpropene as raw material through chlorination reaction; prior art (GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David; WO2012 / 67663; (2012); (A1 )English) published in 3-Chloro-2-chloromethylpropene is obtained through chlorination reaction as a raw material, but the problems of their existence are that the raw material is expensive and not easy to obtain
[0006] In addition to the above-mentioned defects, the preparation method of 3-chloro-2-chloromethylpropene in the prior art also has the problem of low yield

Method used

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  • 3-chloro-2-chloromethyl propylene, preparation method and application thereof

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Embodiment 1

[0053] The present embodiment provides a kind of preparation method of 3-chloro-2-chloromethylpropene, specifically as follows:

[0054] (1) Add 100g of acetone to 100g of water, then add 100g of calcium carbonate, heat to 70°C, then introduce 140g of chlorine gas, react for 4h under a pressure of 1MPa, filter, and vacuum distill, collect the fractions at 70-80°C to obtain 1,3-dichloroacetone 84g, yield is 84%;

[0055] (2) 1,3-dichloroacetone obtained in step (1) is mixed with 85g of silica-loaded activated carbon catalyst (the mass ratio of silica and activated carbon is 10:0.8) and placed in a pressure tube, at 3MPa, The reaction was carried out at 480° C. for 1 h. After the reaction, distillation was carried out to collect fractions at 140°C to 160° C. to obtain 61 g of 3-chloro-2-chloromethylpropene with a yield of 61%.

[0056] The results of H NMR spectroscopy were as follows: figure 1 As shown, characteristic peaks: 4.22 (4H), 5.35 (2H).

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Abstract

The invention relates to 3-chloro-2-chloromethyl propene, a preparation method and application thereof. The preparation method comprises the step that 1, 3-dichloroacetone is subjected to a carbonization reaction under the action of a catalyst to obtain 3-chloro-2-chloromethyl propene. According to the invention, 1, 3-dichloroacetone serves as a raw material and is subjected to a carbonization reaction under the action of a catalyst to obtain a product 3-chloro-2-chloromethyl propene in one step, wherein the raw materials are easy to obtain, the steps are simple, a large amount of wastewater is not generated in the preparation process, the method is environment-friendly, the yield of the final product is high and can reach 51-65%, and the 3-chloro-2-chloromethyl propylene can be applied to the synthesis of bridged ring compounds.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to 3-chloro-2-chloromethylpropene and its preparation method and application. Background technique [0002] 3-Chloro-2-chloromethylpropene is a commonly used raw material in organic synthesis, which can be used to synthesize bridged ring compounds. Bridged ring compounds are widely used in the pharmaceutical industry due to their unique physical and biological activities. The chemical synthesis method of known 3-chloro-2-chloromethylpropene mainly includes following four methods: [0003] The prior art (Kaleta, Jiri; Necs, Marek; Mazal, Ctibor; European Journal of Organic Chemistry; nb.25; (2012); p.4783-4796) discloses that dichloromethylcyclohexanesulfonate is obtained by elimination reaction 3-Chloro-2-chloromethylpropene, the raw material of this method is not easy to get. [0004] The prior art (Goetze, Astrid; Buhrmester, Claudia; Svoboda, Ingrid; Fuess, Hartmut; C...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/26C07C21/073
CPCC07C17/26C07C45/63C07C21/073C07C49/16
Inventor 唐地源孟庆文孔令华王武宝孙方刚高小飞顾振磊宋长啸王凯马德轩郗遵波刘刚高思国胡廷峰柴迪坤张雷魏展焦芬
Owner 济南尚博医药股份有限公司
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