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A method for synthesizing tert-butoxy substituted styrene and derivatives thereof

A technology of tert-butoxy and derivatives, which is applied in the field of synthesizing tert-butoxy-substituted styrene and derivatives thereof, can solve the problems of high cost and high cost of synthesis methods, and achieves reduction of side reactions, good selectivity, and catalytic performance. Efficient effect

Active Publication Date: 2022-03-15
XUZHOU B&C CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But 3-tert-butyl bromide (chloro) benzene cost is expensive, causes the synthesis method cost of prior art to be higher

Method used

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  • A method for synthesizing tert-butoxy substituted styrene and derivatives thereof
  • A method for synthesizing tert-butoxy substituted styrene and derivatives thereof
  • A method for synthesizing tert-butoxy substituted styrene and derivatives thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0059] This example involves synthesizing 3-tert-butoxychlorobenzene by using m-chlorophenol and isobutylene as raw materials, then preparing Grignard reagent from 3-tert-butoxychlorobenzene, and reacting with vinyl chloride to synthesize 3-tert-butoxystyrene . The reaction scheme of the present embodiment is as follows:

[0060]

[0061] 1. The first step: add 200g m-chlorophenol to toluene at 20±10℃, start stirring until the solid is dissolved, add 5.5g methanesulfonic acid, and then start to introduce isobutylene gas at 10-20℃, there is obvious Exothermic phenomenon, keep the internal temperature between 10-20 ℃ by ice-water cooling. After about 2-3 hours, the ventilation was completed, the reaction system was sealed, and the reaction was carried out at room temperature overnight. After 17 hours of reaction, samples were taken for analysis (in control 1, raw material < 20%), and post-processing was carried out after the intermediate control was qualified.

[0062] Add...

Embodiment 2

[0067] This embodiment involves the synthesis of 3-tert-butoxybromobenzene by using m-bromophenol and isobutylene as raw materials, then preparing Grignard reagent from 3-tert-butoxybromobenzene, and reacting with vinyl chloride to synthesize 3-tert-butoxystyrene . The reaction scheme of this example is similar to that of Example 1, except that m-bromophenol is used as a raw material instead of m-chlorophenol.

[0068] 1. The first step: add 270g m-bromophenol to toluene at 20±5℃, start stirring until the solid is dissolved, add 5.5g methanesulfonic acid, and then start to introduce isobutylene gas at 10-20℃, there is obvious Exothermic phenomenon, keep the internal temperature between 10-20 ℃ by ice-water cooling. After about 2-3 hours, the ventilation was completed, the reaction system was sealed, and the reaction was carried out at room temperature overnight. After 17 hours of reaction, samples were taken for analysis (in control 1, raw material < 20%), and post-processin...

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Abstract

The present application relates to a method for synthesizing tert-butoxy substituted styrene and its derivatives. The tert-butoxy substituted styrene and its derivatives have a structure represented by the following general formula (I): In (I), the groups R1, R2 and R3 are independently selected from hydrogen or C1-C3 alkyl; the groups R2 and R4 are independently selected from hydrogen, C1-C3 alkyl or tert-butoxy, and the group At least one of the groups R2 and R4 is tert-butoxy. The beneficial effect of the application lies in that the raw materials and catalysts used are cheap and easy to obtain, and the catalytic efficiency of the catalyst is high.

Description

technical field [0001] The present application relates to the technical field of organic synthesis, in particular, to a method for synthesizing tert-butoxy-substituted styrene and derivatives thereof. Background technique [0002] 3-tert-Butoxystyrene is an important functional polymer compound, medicine and pesticide intermediate. Therefore, it is of great significance to study the preparation method of m-tert-butoxystyrene. [0003] At present, there are almost no reports on the preparation method of 3-tert-butoxystyrene reported in China. U.S. Patent US20020026084 and Japanese Patent JP2002053515 report, directly prepare Grignard 3-tert-butylbenzene bromide (chloride) magnesium with 3-tert-butyl bromide (chloro) benzene, and react with vinyl chloride in catalyst ferrous chloride (bromide) 3-tert-butoxystyrene was prepared in the following manner. But the cost of 3-tert-butyl bromo(chloro)benzene is expensive, which leads to the higher cost of the synthesis method in th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/30C07C43/215C07C41/01C07C43/225
CPCC07C41/01C07C41/30C07C43/215C07C43/225
Inventor 傅志伟贺宝元潘新刚余文卿李永立刘聪吴青
Owner XUZHOU B&C CHEM CO LTD