Method for preparing difluoro piperonal by utilizing continuous flow microchannel reactor

A technology of difluoropiperonal and channel reactor, which is applied in the direction of organic chemistry, can solve the problems of complex reaction operation process, high energy consumption of the system, and high temperature control requirements, so as to improve reaction efficiency, reduce production energy consumption, and save cost effect

Active Publication Date: 2016-01-20
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] This method has high requirements on the temperature control of the reaction system. When n-butyl lithium is added dropwise, the system temperature needs to be controlled at -75°C. The reaction operation process is complicated, the reaction time is more than 2 hours, and the system consumes a lot of energy.

Method used

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  • Method for preparing difluoro piperonal by utilizing continuous flow microchannel reactor
  • Method for preparing difluoro piperonal by utilizing continuous flow microchannel reactor
  • Method for preparing difluoro piperonal by utilizing continuous flow microchannel reactor

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Experimental program
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Effect test

Embodiment 1

[0027] (1) The device used: a continuous flow microchannel reactor, and the number of reaction modules is determined according to the flow rate and residence time of the reaction solution.

[0028] (2) Raw material storage tanks 1 and 4 are respectively tetrahydrofuran solution (mass fraction 15%) of difluoropipercycline and n-hexane solution (2.7M) of n-butyllithium, and the flow rate of tetrahydrofuran solution of difluoropipercycline is controlled by a metering pump The flow rate of n-butyl lithium in n-hexane is 50mL / min, and the flow rate of n-butyllithium in n-hexane is 18mL / min. It is injected into the precooling module of the microchannel reactor and precooled at -15°C; after precooling, it enters the first mixing module of the microchannel reactor for reaction. Reaction temperature -15°C, residence time 7.1s.

[0029] (3) React the effluent of the first mixing module with N,N-dimethylformamide in the second mixing module, and control the flow rate of N,N-dimethylforma...

Embodiment 2

[0032] (1) The device used: a continuous flow microchannel reactor, and the number of reaction modules is determined according to the flow rate and residence time of the reaction solution.

[0033] (2) Raw material storage tanks 1 and 4 are respectively tetrahydrofuran solution (mass fraction 15%) of difluoropipercycline and n-hexane solution (2.7M) of n-butyllithium, and the flow rate of tetrahydrofuran solution of difluoropipercycline is controlled by a metering pump The flow rate of n-butyllithium n-hexane solution is 33mL / min, and the flow rate of n-butyllithium n-hexane solution is 12mL / min. It is injected into the precooling module of the microchannel reactor and precooled at -15°C; after precooling, it enters the first mixing module of the microchannel reactor for reaction. Reaction temperature -15°C, residence time 10.7s.

[0034] (3) React the effluent of the first mixing module with N,N-dimethylformamide in the second mixing module, and control the flow rate of N,N-d...

Embodiment 3

[0037] (1) The device used: a continuous flow microchannel reactor, and the number of reaction modules is determined according to the flow rate and residence time of the reaction solution.

[0038] (2) Raw material storage tanks 1 and 4 are respectively tetrahydrofuran solution (mass fraction 20%) of difluoropipercycline and n-hexane solution (1.8M) of n-butyllithium, and the flow rate of tetrahydrofuran solution of difluoropipercycline is controlled by a metering pump The flow rate of the n-butyllithium n-hexane solution is 75mL / min, and the flow rate of the n-butyl lithium n-hexane solution is 58mL / min, which is injected into the precooling module of the microchannel reactor and precooled at -15°C; after precooling, it enters the first mixing module of the microchannel reactor for reaction. Reaction temperature -15°C, residence time 3.6s.

[0039] (3) React the effluent of the first mixing module with N,N-dimethylformamide in the second mixing module, and control the flow ra...

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Abstract

The invention discloses a method for preparing difluoro piperonal by utilizing a continuous flow microchannel reactor. The method for preparing the difluoro piperonal by utilizing the continuous flow microchannel reactor comprises the following steps: respectively introducing difluoro piperidine organic solvent solution and n-hexane solution of n-butyllithium into a precooling module of a microchannel reactor by virtue of a metering pump to be precooled, then enabling the difluoro piperidine organic solvent solution and n-hexane solution of n-butyllithium to enter a first mixing module for reacting, after reaction is finished, enabling reaction products to enter a second mixing module for reacting with N,N-dimethyl formamide, acidifying, extracting, and distilling, so that the difluoro piperonal is obtained. The method for preparing the difluoro piperonal by utilizing the continuous flow microchannel reactor has the advantages of short reaction time, easiness and safety in operation and low production energy consumption.

Description

technical field [0001] The invention relates to the field of pesticide synthesis, in particular to a method for preparing difluoropiperonal in a continuous flow microchannel reactor. Background technique [0002] Fludioxonil is a new type of non-systemic, highly efficient and safe fungicide developed by Syngenta. Ornamental crops, hard fruits, vegetables, grapes and lawns can control gray mold, smut, standing spot and glume blight. In 2014, the global sales volume is about 350 million US dollars, and the market prospect is broad. [0003] Difluoropiperonal is a key intermediate for the synthesis of the fungicide fludioxonil, and is also an important pharmaceutical intermediate. Its synthesis process is the main factor restricting the production cost of fludioxonil. [0004] The synthesis of difluoropiperonal has been reported in literature (CN103896906). Difluoropiperonyl is used as the starting material, lithiated with n-butyllithium, reacted with N,N-dimethylformamide an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/46
CPCC07D317/46
Inventor 毛明珍王列平宁斌科何琦文张晓光王威郑晓蕊张建功黄晓瑛魏乐苏天铎
Owner XIAN MODERN CHEM RES INST
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