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Synthesis method of N-methylpyrrole

A technology of methylpyrrole and synthetic method, applied in the direction of organic chemistry, can solve the problems of short specification and route, harsh reaction conditions, low cost, etc., and achieve the effect of short reaction route, convenient post-processing and low cost

Active Publication Date: 2018-06-22
BEILI CHEM ZHANGJIAGANG
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The present invention aims to provide a standard and short route, higher yield and lower cost N-methylpyrrole synthetic method, which solves the problem of low yield and relatively low reaction conditions in the existing method for synthesizing N-methylpyrrole. Harsh and costly issues

Method used

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  • Synthesis method of N-methylpyrrole
  • Synthesis method of N-methylpyrrole

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Embodiment 1

[0026] A kind of synthetic method of N-methylpyrrole of the present embodiment comprises the following steps: feed N into the reaction bottle 2 , add 3.5g of sodium hydroxide and 54.1g (575.0mmol) of methylamine in ethanol (33wt.%), stir, cool to -10°C, and dropwise add 45g (522.7mmol) of succinic dialdehyde. After the dropwise addition was completed, the temperature was naturally raised to room temperature and then to 60° C., and the stirring reaction was continued for 10 hours. After the reaction was finished, 38.2 g of the product N-methylpyrrole was obtained by atmospheric distillation, with a GC content of 98.6% and a yield of 88.8%.

Embodiment 2

[0028] A kind of synthetic method of N-methylpyrrole of the present embodiment comprises the following steps: feed N into the reaction bottle 2 , adding 3.5g of sodium hydroxide and 73.8g (784.1mmol) of methylamine in ethanol (33wt.%), stirred, cooled to -5°C, and added dropwise 45g (522.7mmol) of succinic dialdehyde. After the dropwise addition was completed, the temperature was naturally raised to room temperature and then to 45° C., and the stirring reaction was continued for 14 hours. After the reaction was finished, 38.6 g of the product N-methylpyrrole was obtained by atmospheric distillation, with a GC content of 98.1% and a yield of 89.3%.

Embodiment 3

[0030] A kind of synthetic method of N-methylpyrrole of the present embodiment comprises the following steps: feed N into the reaction bottle 2 , add 3.5g of potassium hydroxide and 98.4g (1045.4mmol) of methylamine in ethanol (33wt.%), stir, cool to 0°C, and dropwise add 45g (522.7mmol) of succinic dialdehyde. After the dropwise addition was completed, the temperature was naturally raised to room temperature and then to 30° C., and the stirring reaction was continued for 18 hours. After the reaction was finished, 38.7 g of the product N-methylpyrrole was obtained by atmospheric distillation, with a GC content of 97.8% and a yield of 89.3%.

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Abstract

The invention discloses a synthesis method of N-methylpyrrole. The method comprises the step of enabling butanedial and methylamine to be subjected to a heating reaction under the alkaline condition so as to obtain the N-methylpyrrole. Compared with the prior art, the synthesis method provided by the invention has the characteristics of being short in reaction route, low in cost, relative mild inreaction condition, high in reaction yield, and the like; the method is simple to operate and convenient in aftertreatment, thus having industrial application prospect.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a synthesis method of N-methylpyrrole. Background technique [0002] N-methylpyrrole, also known as 1-methylpyrrole, the English name is 1-Methylpyrrole. As an important raw material for organic synthesis, N-methylpyrrole is widely used in pharmaceutical intermediates and organic solvents, and can also be used as a fuel stabilizer and preservative. [0003] The main methods of N-methylpyrrole synthesis are as follows: [0004] 1. Using pyrrole as raw material, directly undergo methylation reaction to obtain N-methylpyrrole. Among them, dimethyl carbonate is used as a methylating agent and synthesized in the presence of a catalyst. In Document 1 (e-EROS Encyclopedia of Reagents for organic Synthesis, 1-13; 2014.), DBU was used as a catalyst, sulfolane was used as a solvent, and the reaction temperature was 240°C, which was a high reaction temperature. In Document 2 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/323
CPCC07D207/323
Inventor 张雯君杨巧梅程文峰任春和曾凡林
Owner BEILI CHEM ZHANGJIAGANG
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