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Method for continuous flow synthesis of phenol-based compound

A technology for phenolic compounds and aniline compounds, applied in the field of continuous flow synthesis of phenolic compounds

Inactive Publication Date: 2017-06-30
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The object of the present invention is to solve the problem that synthetic phenolic compound produces in the prior art, a kind of method of new synthetic phenolic compound is provided

Method used

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  • Method for continuous flow synthesis of phenol-based compound
  • Method for continuous flow synthesis of phenol-based compound
  • Method for continuous flow synthesis of phenol-based compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] At room temperature, the sulfuric acid solution with a mass percent concentration of 25% is pumped into the straight static mixer A with an electromagnetic metering pump at a speed of 49.9g / min, and then m-trifluoromethylaniline is pumped at a rate of 4.1g / min with an electromagnetic metering pump. The speed is pumped into the straight static mixer A, the temperature of the heat transfer oil of the straight static mixer A is set to 12.5 °C, and the sodium nitrite solution with a concentration of 30% by mass is used at a rate of 6 g / min with a Hanbon-NP7010C high-efficiency liquid phase pump. The speed is pumped into the heart-shaped static mixer B, and the temperature of the heat transfer oil in the heart-shaped static mixer B is set at 12.5°C, and the diazonium salt solution is obtained after the reaction. Set the temperature of the heat transfer oil in the heart-shaped tubular reactor to 88°C, and at the same time, use a Hanbon-NP7010C high-efficiency liquid phase pump...

Embodiment 2

[0034] At room temperature, the sulfuric acid solution with a mass percent concentration of 25% is pumped into the straight static mixer A with an electromagnetic metering pump at a speed of 49.9g / min, and then m-trifluoromethylaniline is pumped at a rate of 4.1g / min with an electromagnetic metering pump. The speed is pumped into the straight static mixer A, the temperature of the heat transfer oil in the straight static mixer A is set to 0°C, and the sodium nitrite solution with a mass percentage concentration of 30% is pumped at a rate of 6g / min by a Hanbon-NP7010C high-efficiency liquid phase pump. The speed is pumped into the heart-shaped static mixer B, and the temperature of the heat transfer oil in the heart-shaped static mixer B is set at 0°C, and the diazonium salt solution is obtained after the reaction. Set the temperature of the heat transfer oil in the heart-shaped tubular reactor to 80°C, and at the same time, use the Hanbon-NP7010C high-efficiency liquid phase pu...

Embodiment 3

[0036] At room temperature, the sulfuric acid solution with a mass percent concentration of 25% is pumped into the straight static mixer A with an electromagnetic metering pump at a speed of 49.9g / min, and then m-trifluoromethylaniline is pumped at a rate of 4.1g / min with an electromagnetic metering pump. The speed is pumped into the straight static mixer A, the temperature of the heat transfer oil in the straight static mixer A is set to 0°C, and the sodium nitrite solution with a mass percentage concentration of 30% is pumped at a rate of 6g / min by a Hanbon-NP7010C high-efficiency liquid phase pump. The speed is pumped into the heart-shaped static mixer B, and the temperature of the heat transfer oil in the heart-shaped static mixer B is set at 0°C, and the diazonium salt solution is obtained after the reaction. Set the temperature of the heat transfer oil in the heart-shaped tubular reactor to 100°C, and at the same time, use a Hanbon-NP7010C high-efficiency liquid phase pum...

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Abstract

The present invention provides a method for continuous flow synthesis of a phenol-based compound represented by a formula (III), wherein the method is performed in two static mixers, a tubular reactor and an oil-water separator, wherein the two static mixers, the tubular reactor and the oil-water separator are sequentially connected in series. The method comprises that an acid solution and an aniline compound represented by a formula (I) are pumped into the static mixer A; the mixture of the acid solution and the compound represented by the formula (I) flows out from the static mixer A and flows into the static mixer B connected to the static mixer A; a sodium nitrite solution is pumped into the static mixer B, and a reaction is performed to produce a diazonium salt solution represented by a formula (II); and the solution represented by the formula (II) flows out from the static mixer B, is pumped into the tubular reactor connected to the static mixer B, and then into the oil-water separator connected to the tubular reactor, and the water phase is separated to obtain the compound represented by the formula (III). According to the present invention, the method has characteristics of short reaction time, solvent saving and high yield, and can well solve the problems in the synthesis of the phenol-based compound through diazotization hydrolysis in the intermittent kettle type reactor. The formulas (I), (II) and (III) are defined in the specification.

Description

technical field [0001] The invention belongs to the field of synthesis of fine chemicals, and in particular relates to a continuous flow method for synthesizing phenolic compounds. Background technique [0002] Phenol is an important chemical raw material, which can be used to manufacture dyes, drugs, phenolic resins, adhesives, etc. Among them, catechol and hydroquinone can be used as developer, and phenol and its analogs can be used as bactericidal preservatives. In molecular biology experiments, phenol can be used as a reagent for removing proteins. The mixture of phenol and cresol and Pentachlorophenol can be used as a wood preservative, and the sodium salt of the latter can also kill snails in schistosomiasis-infested areas. [0003] There are five synthetic methods of phenols provided in the literature: hydrogen peroxide oxidation, alkylation, electrolysis, diazotization hydrolysis, ether hydrolysis and so on. [0004] Among them, the diazotization hydrolysis method ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B41/02C07C39/24C07C39/27C07C39/08C07C37/045C07C215/76C07C213/00C07C205/22C07C201/12
CPCC07B41/02C07C37/045C07C201/12C07C213/00C07C245/20C07C39/24C07C39/27C07C39/08C07C215/76C07C205/22
Inventor 杜晓华陈金沙徐振元
Owner ZHEJIANG UNIV OF TECH
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