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Method for preparing amide through carbon monoxide-participating carbonyl reaction

A technology of carbonylation reaction and carbon monoxide, which is applied in the preparation of organic compounds, chemical instruments and methods, and the formation/introduction of amide groups, etc., can solve the problems of difficult purification of products, and achieve simple purification, no catalyst addition, and reaction The effect of shortening the route

Inactive Publication Date: 2018-07-13
FUZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Aiming at the problem of adding noble metals, transition metal catalysts or non-metal catalysts and nitrogen-containing bidentate ligands to carbonylation reactions in which traditional carbon monoxide participates, the present invention proposes a method of creating free radicals without any catalyst addition to solve the problem that the products in the late stage of the reaction are not easy purification problem

Method used

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  • Method for preparing amide through carbon monoxide-participating carbonyl reaction
  • Method for preparing amide through carbon monoxide-participating carbonyl reaction
  • Method for preparing amide through carbon monoxide-participating carbonyl reaction

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Effect test

Embodiment 1

[0024] Example 1 (the mode of operation and the amount of substrate used in all later implementation cases are consistent with Case 1)

[0025] 1. Solvent and substrate purification

[0026] Use a vacuum distillation device to remove water from the reaction solvent and the substrate, and then place the dehydrated halogenated aromatic hydrocarbons and organic amines in an inert gas glove box for subsequent use.

[0027] 2. Configuration of the reaction system in a dry atmosphere

[0028] Move the dried quartz reactor into the glove box, put the magnet into the reactor, transfer 1mL of acetonitrile, 1-2mL of chlorobenzene, and 0.1-0.3mmol of aniline with a pipette gun, seal the reactor with a parafilm, and then Remove from glove box.

[0029] 3. Reaction pretreatment

[0030] Carbon monoxide is injected into the reaction system by bubbling and maintained for 10-15 minutes, the purpose is to discharge the oxygen in the reaction system. Afterwards, carbon monoxide with a purit...

Embodiment 2

[0034] The specific organic amine synthesis method is basically the same as in Example 1 of this part, except that chlorobenzene is changed to 4-methylchlorobenzene.

Embodiment 3

[0036] Concrete organic amine synthesis method is basically the same as this part embodiment 1, and difference is that chlorobenzene is changed into 4-methoxychlorobenzene.

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Abstract

The invention belongs to the technical field of synthesis of amide compounds, and discloses a method for preparing amide through carbon monoxide-participating carbonyl reaction. According to the method, by taking cheap and easily available compounds such as aryl halide and organic amine as reaction substrates and taking carbon monoxide as a carbonyl source, under light irradiation, the aryl halideis homolyzed to generate free radicals, and then the amide compounds are obtained through a free radical addition process. Compared with conventional carbonyl reaction, the method has the advantagesthat carbon monoxide pressure is extremely low, so that the reaction can be performed at normal pressure. The process does not need assistance of any metal catalyst; reaction conditions are mild and environmentally friendly; the process has a shorter synthesis line and relatively high atom utilization efficiency; furthermore, a reaction system is higher in substrate tolerance; and when an environmentally-friendly and sustainable light source is used as driving power, the atom economy is high, and the application prospect is wide.

Description

technical field [0001] The invention belongs to the technical field of synthesis of amide compounds, and specifically relates to the photochemical organic synthesis process of generating free radicals by photohomolysis of halogenated aromatic hydrocarbons, and then completing the carbonylation reaction through a single electron transfer process, and finally obtaining amide compounds. Background technique [0002] In recent years, with the development and progress of new energy chemical technologies such as coal chemical industry, shale gas chemical industry, and biomass chemical industry, the development of carbon-one (C1) chemical technology that replaces traditional petrochemical process routes to prepare organic basic chemical raw materials and fuels has received a lot of attention. The high attention of academia and industry has become an important research direction of energy chemistry and green chemistry. C1 resources have the characteristics of a wide range of sources...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B43/06C07C231/10C07C233/65C07C233/75C07C235/56C07C253/30C07C255/57C07C233/58C07C231/14C07C233/92C07C233/78C07C255/60C07C233/80
CPCC07B43/06C07C231/10C07C231/14C07C253/30C07C233/65C07C233/75C07C235/56C07C255/57C07C233/58C07C233/92C07C233/78C07C255/60C07C233/80
Inventor 员汝胜王乐乐魏英聪王巍潘皓付贤智
Owner FUZHOU UNIV
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