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Method for preparing phenyl dimethylchlorosilane

A technology of phenyldimethylchlorosilane and dimethyldichlorosilane, which is applied in the field of preparation of phenyldimethylchlorosilane, can solve problems such as difficult disposal of solid waste, difficult reaction control, and large degree of side reactions, and achieves Ease of recycling, ease of reaction, and less side effects

Active Publication Date: 2013-03-27
ANHUI BIOCHEM BIO PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this scheme can be used to prepare phenyldimethylchlorosilane, in the tetrahydrofuran solvent system, the reaction between chlorobenzene and magnesium chips is not easy to control, the degree of coupling is high, and the degree of side reactions is large, so phenyldimethylsilane The yield of chlorosilane is low; secondly, when Grignard reagent reacts with dimethyldichlorosilane, highly toxic cuprous cyanide is used as catalyst, and the solid waste (containing highly toxic cuprous cyanide) that is filtered after the reaction is completed ) is not easy to handle and pollutes the environment; in addition, in the subsequent separation operation of phenyldimethylchlorosilane, it is necessary to use a large amount of petroleum ether to separate the inorganic salt magnesium chloride and the reaction product, and recover tetrahydrofuran in the residue after phenyldimethylchlorosilane , dimethyldichlorosilane, and petroleum ether are difficult to separate, purify, and recycle, forming a large amount of waste liquid, causing a large amount of tetrahydrofuran and petroleum ether to be wasted and pollute the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add 23g of magnesium chips into a 500ml dry three-neck flask, add 25ml of tetrahydrofuran, raise the temperature to 45°C, add 2 iodine tablets, add dropwise a mixed solution of 38ml of chlorobenzene and 38ml of tetrahydrofuran, and keep it warm for 6 hours to obtain the Grignard reagent. use.

[0020] In a 1000ml dry three-neck flask, add 65g of dimethyldichlorosilane, 65ml of tetrahydrofuran, and 6g of cuprous cyanide, slowly add the Grignard reagent prepared above dropwise, heat up and reflux for 2 hours, add 65ml of petroleum ether, and cool down to room temperature , filter and wash the filter cake, the washed filter cake is highly toxic solid waste, the filtrate and washing liquid are combined and concentrated, and then rectified under reduced pressure to collect 95 ~ 100 ° C / 32mmHg fraction to obtain a colorless transparent liquid 44.8g, while producing a large amount of waste liquid containing tetrahydrofuran and petroleum ether.

Embodiment 2

[0022] Add 23g of magnesium chips into a 500ml dry three-necked flask, add 25ml of tetrahydrofuran, heat up to 45-50°C, add 2 grains of iodine, take a mixed solution of 38ml of chlorobenzene and 38ml of 2-methyltetrahydrofuran, and pour it into the three-necked flask First drop a small amount of mixed solution to initiate the reaction. After the reaction is normal (that is, the reaction bottle boils slightly and bubbles are generated), add the remaining mixed solution dropwise at 50-55°C. After about 3 hours, the dropwise addition is completed. After the addition was completed, the reaction was incubated for 6 hours to obtain the Grignard reagent for use.

[0023] In a 1000ml dry three-necked flask, add 65g (60.7ml) of dimethyldichlorosilane, 130ml of 2-methyltetrahydrofuran, and 6.5g of cuprous chloride, and slowly add the Grignard reagent prepared above dropwise under stirring for about 30 minutes After the addition, the temperature was raised to 63-67°C, refluxed for 2 hour...

Embodiment 3

[0025] Add 23g of magnesium chips into a 500ml dry three-necked flask, add 25ml of tetrahydrofuran, heat up to 45-50°C, add 2 grains of iodine, take a mixed solution of 38ml of chlorobenzene and 380ml of 2-methyltetrahydrofuran, and pour it into the three-necked flask First drop a small amount of mixed solution to initiate the reaction. After the reaction is normal (that is, the reaction bottle boils slightly and bubbles are generated), add the remaining mixed solution dropwise at 50-55°C. After about 3 hours, the dropwise addition is completed. After completion, the reaction was incubated for 6 hours to obtain the Grignard reagent for use.

[0026] In a 1000ml dry three-necked flask, add 65g (60.7ml) of dimethyldichlorosilane, 240ml of 2-methyltetrahydrofuran, and 0.65g of thionyl chloride, and slowly add the Grignard reagent prepared above dropwise while stirring, and add After that, the temperature was raised to 63-67°C, refluxed for 2 hours, and then the reacted mixture wa...

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Abstract

The invention discloses a method for preparing phenyl dimethylchlorosilane. The method for preparing phenyl dimethylchlorosilane comprises the following steps of: carrying out a Grignard reaction on chlorobenzene and magnesium so as to generate a Grignard reagent, and carrying out condensation reaction on the obtained Grignard reagent and dimethyl dichlorosilane under a novel catalyst so as to generate the phenyl dimethylchlorosilane; and carrying out the Grignard reaction and the condensation reaction respectively in a solvent system formed by methyl tertiary butyl ether and / or 2-methyltetrahydrofuran. Through adopting the solvent formed by methyl tertiary butyl ether and / or 2-methyltetrahydrofuran for reaction, when the Grignard reaction and the condensation reaction are carried out, the side reaction is less, and the reaction is much slow and is easy to control; the productivity of phenyl dimethylchlorosilane is improved; and the waste liquid amount during the production process is reduced.

Description

technical field [0001] The invention relates to the field of intermediate synthesis, in particular to a method for preparing phenyldimethylchlorosilane. Background technique [0002] Phenyldimethylchlorosilane is a new type of silylating reagent, which is mainly used for the protection of active hydrogen in organic compounds. Because of its stable properties in acid and alkali, it is not easy to be destroyed, so it is widely used in organic synthesis. At present, the synthesis of phenyldimethylchlorosilane mainly adopts the Grignard reaction between chlorobenzene and magnesium to generate Grignard reagent, and the generated Grignard reagent is then condensed with dimethyldichlorosilane under the action of catalyst cuprous cyanide to generate Phenyldimethylsilyl chloride, the above-mentioned Grignard reaction and condensation reaction are respectively completed in a tetrahydrofuran solvent system. Although the scheme can be used to prepare phenyldimethylchlorosilane, in the ...

Claims

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Application Information

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IPC IPC(8): C07F7/12
Inventor 王志邦曾运才徐志全张伟
Owner ANHUI BIOCHEM BIO PHARMA
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