A method for synthesizing indole-3-carboxaldehyde compounds

A compound and formaldehyde technology, applied in the field of synthesizing indole-3-carboxaldehyde compounds, can solve the problems of unfavorable large-scale production, high cost of raw materials, complicated and difficult to control post-treatment process, etc., and achieve broad group compatibility, reaction Effect of low conditional requirements and broad substrate applicability
CN108329249BActive Publication Date: 2020-11-24盐城锦明药业有限公司 +1

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
盐城锦明药业有限公司
Publication Date
2020-11-24

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Abstract

The invention relates to a method for synthesizing indole-3-carboxaldehyde compounds, and belongs to the technical field of organic synthesis. The method comprises the following steps: mixing an indole compound, hexamethylenetetramine, crystal aluminum trichloride and N,N-dimethylformamide in proportion, performing a reaction at the temperature of 120 DEG C for 1-20 h, performing reduced-pressurefiltration, performing washing, performing filtration, performing concentration, and performing column chromatography purification to obtain a refined indole-3-carboxaldehyde compound. The method provided by the invention overcomes the shortcomings that preparation of an indole-3-carboxaldehyde compound in the prior art needs to use an unstable peroxide and a reaction is performed for a long timeat high temperature; equipment adopted in the method is simple, a product yield is higher, and a yield of the obtained target product can reach 94%; in addition, the method has low requirements on reaction conditions, a less use amount of a catalyst, low energy consumption and a simple post-treatment process which is easy to operate, and does not need to use a large amount of an acid or an alkali;a post-treatment solvent can be recycled and less industrial three waste (waste water, waste gas and solid waste) is discharged; and the method is suitable for large-scale production.
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Description

technical field

[0001] The invention belongs to the technical field of organic synthesis, and relates to the organic synthesis of indole derivatives. More specifically, the invention relates to a method for synthesizing indole-3-carboxaldehyde compounds. Background technique

[0002] Indole is the most widely distributed nitrogen-containing heterocyclic compound in nature, and indole compounds are widely found in natural products, clinical drugs, dyes and luminescent materials. Indole is easy to derivatize at the C-3 position, and the C-3 derivatives of indole have a variety of reactivity, and since aldehydes are important organic synthesis intermediates, the aldehyde group is prone to C-C or C-N Coupling reaction, oxidation reaction and reduction reaction, etc. Therefore, introducing an aldehyde group at the C-3 position of indole is an important method for direct functionalization of indole, and is one of the important strategies for the further synthesis of indole-contain...

Claims

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