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A kind of multi-substituted fused aromatic hydrocarbon derivative and its preparation method

A multi-substitution and derivative technology, which is applied in the field of multi-substitution fused aromatic hydrocarbon derivatives and its preparation, can solve difficult addition and oxidation problems, and achieve short reaction time, high efficiency, complex and diverse structures

Active Publication Date: 2018-08-17
ANHUI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, although this type of compound is highly unsaturated, its properties are relatively stable, such as easy substitution, but difficult addition and oxidation.

Method used

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  • A kind of multi-substituted fused aromatic hydrocarbon derivative and its preparation method
  • A kind of multi-substituted fused aromatic hydrocarbon derivative and its preparation method
  • A kind of multi-substituted fused aromatic hydrocarbon derivative and its preparation method

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Embodiment 1

[0033] A multi-substituted fused aromatic hydrocarbon derivative, its structural formula is:

[0034]

[0035] A method for preparing polysubstituted fused aromatic hydrocarbon derivatives, comprising the following steps:

[0036] (1) With 830mmol sodium hydride as a catalyst, 200mmol dimethyl malonate and 440mmol propargyl bromide were added to 210mL anhydrous acetonitrile in an ice-water bath, stirred and reacted for 8 hours, the product was washed with water, extracted with ethyl acetate, and Press and spin dry to obtain a brownish-yellow solid product, i.e. compound 1

[0037] (2) Mix 80mmol compound 1 with 200mmol phenylethynyl bromide in Pd(PPh 3 ) 2 Cl 2 / CuI(2.56mmol / 0.85mmol) anhydrous and oxygen-free catalytic system, the molar ratio of Pd(PPh 3 ) 2 Cl 2 : CuI=3:1, with 336mmol triethylamine as base, 150mL anhydrous acetonitrile as solvent, stirring and reacting at room temperature for 12 hours, the product was washed with water, extracted with ethyl aceta...

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Abstract

The invention provides a poly-substituted condensed aromatic derivative and a preparation method thereof. Compared with the prior art, in the preparation method, the poly-substituted condensed aromatic derivative is simply, conveniently and efficiently synthesized under the catalyst-free condition by utilizing transfer of witting reagent related electrons and other reaction processes from a new perspective, the reaction time is short, and the efficiency is high. In addition, a series of novel poly-substituted condensed aromatic derivatives are provided. Compared with common poly-substituted condensed aromatic derivatives, the poly-substituted condensed aromatic derivative is complicate and diversified in structure and also has wide application prospect in chemical production and clinic medicine.

Description

technical field [0001] The invention belongs to the field of organic compounds, and in particular relates to a multi-substituted condensed aromatic hydrocarbon derivative and a preparation method thereof. Background technique [0002] Aromatics refer to a class of substances with aromatic odors obtained from plant gums, but most of the currently known aromatic compounds have no fragrance. Their molecules all have closed ring conjugated systems; Π electrons satisfy 4n+2, and are highly delocalized; bond lengths are averaged. Therefore, although this type of compound is highly unsaturated, its properties are relatively stable, such as easy substitution, but difficult addition and oxidation. [0003] Aromatics are important basic raw materials of organic chemical industry, among which single-ring aromatics are more prominent. Benzene and xylene are raw materials for the manufacture of various synthetic resins, synthetic rubber, and synthetic fibers. Toluene can be converted ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/757C07C67/343
CPCC07C67/343C07C69/618C07C69/757C07C69/606
Inventor 胡益民毛春艳
Owner ANHUI NORMAL UNIV
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