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Method for synthesizing 4-tert-butyl benzyl chloride

A technology for the synthesis of p-tert-butylbenzyl chloride, which is applied in chemical instruments and methods, organic chemistry, preparation of halogenated hydrocarbons, etc., and can solve problems such as low product purity, low conversion rate and yield, and long reaction time , to achieve obvious economic benefits, simple operation process, and less environmental pollution

Inactive Publication Date: 2011-05-11
李莉
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chlorination of p-tert-butyltoluene has the disadvantages of low product purity, low utilization rate of chlorine gas and low total product yield.
The chloromethylation method of tert-butylbenzene is relatively mature and widely used, but the chloromethylation methods of tert-butylbenzene are different and have their own advantages and disadvantages. For example, the reaction time of the formaldehyde aqueous solution method is long, the consumption of hydrogen chloride gas is large, and the production efficiency is low; The methyl ether method needs to use a large amount of carcinogen chloromethyl ether, which is not suitable for industrial production; the paraformaldehyde method is simple to operate, easy to control the reaction, short reaction time, reliable process, and is more suitable for industrial production. , Paraformaldehyde and hydrochloric acid are raw materials, use phosphoric acid as catalyst, prepare the method for p-tert-butyl benzyl chloride by chloromethylation reaction, but conversion rate and yield are relatively low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] A kind of synthetic method of p-tert-butyl benzyl chloride comprises the steps:

[0015] (1) Measure 20ml of tert-butylbenzene, 10ml of formaldehyde, 10ml of 40% (wt%) hydrochloric acid, 10ml of formic acid, and mix the raw materials under stirring;

[0016] (2) Heat the mixed raw materials in a water bath to 60°C, control the reaction temperature to 70°C, and react for 10 hours;

[0017] (3) Cool to room temperature, separate the crude product, use 20ml water, 20ml8% (wt%) K successively 2 CO 3 , 20ml of water, 15ml of diethyl ether to wash, add anhydrous calcium carbonate to dry;

[0018] (4) Atmospheric distillation and then vacuum distillation to obtain p-tert-butylbenzyl chloride.

[0019] The atmospheric distillation temperature described in step (4) is 70° C., the vacuum distillation temperature is 80° C., and the pressure is 250 Pa.

Embodiment 2

[0021] A kind of synthetic method of p-tert-butyl benzyl chloride comprises the steps:

[0022] (1) Measure 30ml of tert-butylbenzene, 15ml of formaldehyde, 15ml of 40% hydrochloric acid (wt%), and 15ml of formic acid, and mix the raw materials under stirring;

[0023] (2) Heat the mixed raw materials in a water bath to 70°C, control the reaction temperature to 75°C, and react for 10 hours;

[0024] (3) Cool to room temperature, separate the crude product, and use 25ml water, 25ml8% (wt%) K 2 CO 3 , 25ml of water, 20ml of diethyl ether to wash, add anhydrous calcium carbonate to dry;

[0025] (4) Atmospheric distillation and then vacuum distillation to obtain p-tert-butylbenzyl chloride.

[0026] The atmospheric distillation temperature described in step (4) is 80° C., the vacuum distillation temperature is 85° C., and the pressure is 400 Pa.

Embodiment 3

[0028] A kind of synthetic method of p-tert-butyl benzyl chloride comprises the steps:

[0029] (1) Measure 30ml of tert-butylbenzene, 15ml of formaldehyde, 15ml of 40% hydrochloric acid (wt%), and 15ml of formic acid, and mix the raw materials under stirring;

[0030] (2) Heat the mixed raw materials in a water bath to 60°C, control the reaction temperature to 70°C, and react for 20 hours;

[0031] (3) Cool to room temperature, separate the crude product, and use 25ml water, 25ml8% (wt%) K 2 CO 3 , 25ml of water, 20ml of diethyl ether to wash, add anhydrous calcium carbonate to dry;

[0032] (4) Atmospheric distillation and then vacuum distillation to obtain p-tert-butylbenzyl chloride.

[0033] The atmospheric distillation temperature described in step (4) is 750° C., the vacuum distillation temperature is 80° C., and the pressure is 280 Pa.

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Abstract

The invention discloses a method for synthesizing 4-tert-butyl benzyl chloride. The method comprises the following steps of: (1) weighing a certain amount of tertiary butyl, formaldehyde, hydrochloric acid and formic acid, and mixing the raw materials with stirring; (2) heating the mixed raw materials in water bath to 60 to 70 DEG C, controlling the reaction temperature to be 70 to 75 DGE C and reacting for 10 and 20 hours; (3), cooling to room temperature, separating out rough products, washing with water, 8 weight percent K2CO3, water and diethyl ether in turn, and adding anhydrous calcium carbonate for drying; and (4) distilling under normal pressure and then distilling under reduced pressure to obtain the 4-tert-butyl benzyl chloride. In the method, the conversion rate of reaction is high and is about 50 to 60 percent, yield is kept in a high level and is more than 70 percent, the operation process is simple, and the method is environmental-friendly, and has obvious economic benefit, social benefit and market competitiveness.

Description

technical field [0001] The invention relates to a synthesis method and belongs to the technical field of organic synthesis. Background technique [0002] With the continuous development of new fine chemical products, p-tert-butylbenzyl chloride, as a fine chemical intermediate, is widely used in the spice industry, pesticide industry and pharmaceutical industry. At present, there are many synthetic methods to prepare p-tert-butylbenzyl chloride, among which the chlorination of p-tert-butyltoluene and the chloromethylation of tert-butylbenzene have been applied in industry. The chlorination of p-tert-butyltoluene has the disadvantages of low product purity, low utilization rate of chlorine gas and low total product yield. The chloromethylation method of tert-butylbenzene is relatively mature and widely used, but the chloromethylation methods of tert-butylbenzene are different and have their own advantages and disadvantages. For example, the reaction time of the formaldehyde ...

Claims

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Application Information

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IPC IPC(8): C07C22/04C07C17/32
Inventor 李莉
Owner 李莉
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