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Synthesis method of brominated phenolic compound

A synthesis method and compound technology, applied in the field of synthesis of brominated phenolic compounds, can solve the problems of low reaction yield and poor environmental protection, and achieve the effects of low reaction cost, wide application range and mild reaction conditions

Active Publication Date: 2015-04-08
HARBIN INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The object of the present invention is to provide a synthetic method of brominated phenolic compounds in order to solve the problems of poor environmental protection and low reaction yield of the existing synthetic methods of brominated phenolic compounds

Method used

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  • Synthesis method of brominated phenolic compound
  • Synthesis method of brominated phenolic compound
  • Synthesis method of brominated phenolic compound

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specific Embodiment approach 1

[0015] Specific embodiment one: the synthetic method of brominated phenolic compound of the present embodiment is that phenol derivatives, terpyridine ruthenium chloride, sodium persulfate, metal bromide and organic solvent are joined in the reaction vessel, as under visible light irradiation condition The stirring reaction at room temperature obtains the reaction solution, and the reaction solution is separated and purified through aftertreatment, and the synthesis of the brominated phenolic compound is completed, and the general reaction formula is as follows:

[0016]

[0017] Where Ar represents a non-heterocyclic aromatic group or a non-heterocyclic aromatic group with substituents, R 1 stands for hydrogen, alkyl, acyl, alkoxy, sulfonyl or silyl, MBr stands for metal bromide, and hv stands for visible light produced by incandescent lamps, LED lamps or the sun.

[0018] The raw materials metal bromide, terpyridyl ruthenium chloride, sodium persulfate and organic solvent...

specific Embodiment approach 2

[0025] Embodiment 2: This embodiment is different from Embodiment 1 in that the non-heterocyclic aromatic group is phenyl or naphthyl. Other steps and parameters are the same as those in Embodiment 1.

specific Embodiment approach 3

[0026] Specific embodiment three: this embodiment is different from specific embodiment one or two in that Ar represents a non-heterocyclic aromatic group with substituents, wherein the substituents are one or more of alkyl, alkoxy, and halogen kind. Other steps and parameters are the same as those in Embodiment 1 or Embodiment 2.

[0027] In this embodiment, Ar represents a non-heterocyclic aromatic group with a substituent, and the substituent can be one or more identical or different substituents. When there are multiple substituents, the adjacent two substituents are independent of each other or into a ring.

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Abstract

The invention relates to a synthesis method of a brominated phenolic compound, belonging to the technical field of organic synthesis and solving the problems of the existing synthesis method of brominated phenolic compound, such as bad environmental protection property and low reaction efficiency. The synthesis method comprises the steps of: adding a phenol derivative, terpyridyl ruthenium chloride, sodium persulfate, a metal bromide and an organic solvent in a reaction container, stirring the mixture at room temperature under the condition of visible light irradiation to react to obtain reaction liquid, separating and purifying the reaction liquid to obtain the brominated phenolic compound. The synthesis method provided by the invention is simple to operate, a small dose of photocatalyst is used and can be recycled, the selected brominating agent and oxidant are low-toxic and even non-toxic, the reaction yield is high, environmentally-friendly, clean and facile visible light is used for irradiation during reaction, and a common filament lamp, an LED lamp or sunlight is used as a light source. The synthesis method provided by the invention is mainly used for synthesizing brominated phenolic compounds.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a synthesis method of brominated phenolic compounds. Background technique [0002] Brominated phenolic compounds are an important class of organic compounds. On the one hand, brominated phenolic compounds not only serve as important organic reaction intermediates in organic synthesis, but also play important roles in dyes, materials, medicines and pesticides in industrial production. important application. On the other hand, scientific research in recent years has found that brominated phenolic compounds have good biological activities in terms of anti-oxidation, anti-inflammation, anti-tumor, anti-microbial, anti-thrombotic and biological antifeedant, but the content in natural organisms is low , Separation is difficult, so it is essential to study the efficient synthesis method of bromophenol compounds. [0003] There are many methods for synthesizing brominated p...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C07C41/22C07C37/62C07C39/27C07C39/28C07C39/38
Inventor 夏吾炯黎哲杨超
Owner HARBIN INST OF TECH
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