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Synthesis method of 2-methyl quinoline

A technology of methylquinoline and synthetic method, which is applied in the direction of organic chemistry, can solve the problems of harsh reaction conditions, low product yield, complicated process, etc., and achieve the effects of improved conversion rate and yield, low cost, and easy operation

Inactive Publication Date: 2018-12-21
XUZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction conditions are harsh, the process is complicated, and the product yield is low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] A kind of synthetic method of intermediate 2-methylquinoline is characterized in that the method comprises the following steps:

[0022] Step 1. In a 500ml autoclave, add 1g of Mn / Sn-TPP catalyst, 18g of aniline, 14g of 2-butenal and 200ml of 1M hydrochloric acid solution in sequence, seal the autoclave, and repeatedly replace the air in the autoclave with nitrogen until no more is detected. to oxygen;

[0023] Step 2. Infuse nitrogen gas to maintain the pressure at 1.2MPa, then heat to 180°C and start stirring at a stirring rate of 800 r / min, and reflux for 8 hours. After the reaction, cool to 25°C, filter and recover the catalyst, and obtain the initial liquid phase product;

[0024] Step 3. Place the above-mentioned primary product in a glass reactor, add 2L of 95% ethanol solution, and then add 52g of concentrated sulfuric acid dropwise under stirring conditions to precipitate 2-methylquinoline sulfate. Continue to stir and react for 3h;

[0025] Step 4, the abov...

Embodiment 2

[0037] Step 1. In a 500ml autoclave, add 1g of Mn / Sn-TPP catalyst, 16g of aniline, 14g of 2-butenal and 200ml of 1M hydrochloric acid solution in sequence, seal the autoclave, and replace the air in the autoclave repeatedly with nitrogen until no more is detected. To oxygen; All the other steps are with embodiment 1.

Embodiment 3

[0039] Step 1. In a 500ml autoclave, add 1g of Mn / Sn-TPP catalyst, 14g of aniline, 14g of 2-butenal and 200ml of 1M hydrochloric acid solution in sequence, seal the autoclave, and replace the air in the autoclave repeatedly with nitrogen until no more is detected. To oxygen; All the other steps are with embodiment 1.

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PUM

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Abstract

The invention discloses a synthesis method of a midbody 2-methyl quinoline. The synthesis method comprises the steps that aniline, 2-butenal, hydrochloric acid, concentrated sulfuric acid, sodium hydroxide, manganese chloride, pyrrole, tetraphenylporphyrin, stannous chloride and p-nitrobenzaldehyde serve as raw materials, aniline and 2-butenal are subjected to a cyclizing addition reaction to obtain 2-methyl quinoline under the effect of the catalyst Pt-SnO2 / C. Compared with the method that only manganese chloride serves as the catalyst, the obtained cyclizing addition effect is not ideal, theconversion rate and the yield are lower, while by adopting the homogeneous catalyst Mn / Sn-TPP to conduct epoxidation of 2-butenal, the conversion rate and the yield are greatly improved, meanwhile, the technology is green and environmentally friendly, no waste liquid is generated, the synthesis method meets the potential conditions of industrialized production, and both the purity and the yield of the product reach the ideal effect.

Description

technical field [0001] The invention relates to a method for synthesizing 2-methylquinoline, which belongs to the field of chemical synthesis. Background technique [0002] 2-Methylquinoline (2-Methylquinoline) CAS: 91-63-4 is an important fine chemical raw material, mainly used in the synthesis of medicines, fuels, pesticides, various chemical additives, antioxidants, food and feed additives, solvents extractant etc. The traditional acquisition methods include natural extraction and chemical synthesis. Although chemical synthesis methods have their own advantages, their disadvantages are the same, that is, they all need to use a certain amount of inorganic acid or alkali. In order to avoid the use of inorganic acids or bases, metal catalysts were used to catalyze the synthesis of quinoline. The synthesis of quinolines using organometallic reagents has also aroused great interest. Transition metal catalysts such as complexes of palladium, rhodium, ruthenium, iron, and co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/06
CPCC07D215/06
Inventor 张刚王晋丽
Owner XUZHOU NORMAL UNIVERSITY
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