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Method for direct chlorination synthesis of chlorohydrocarbon adopting chlorosilane carbonyl compound

A technology for carbonyl compounds and chlorinated hydrocarbons, applied in chemical instruments and methods, preparation of halogenated hydrocarbons, organic chemistry, etc., can solve the problems of long process flow, cumbersome complexity, increased difficulty, etc., and achieves simple process and good economy. Effect

Inactive Publication Date: 2006-12-20
HANGZHOU NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0005] It is relatively easy to carry out the above two-step reactions independently, but it is more cumbersome and complicated to combine the two-step reactions to chlorinate carbonyl compounds. It needs to be purified twice, which increases the difficulty and lengthens the process flow.

Method used

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  • Method for direct chlorination synthesis of chlorohydrocarbon adopting chlorosilane carbonyl compound

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Embodiment 1

[0023] Embodiment 1: the anhydrous FeCl of 0.02mol 3 Put it into the reactor, add ethylene glycol dimethyl ether 30ml, 1mol benzaldehyde and 1mol diphenylchlorosilane, stir well, anhydrous FeCl 3 After basically dissolving, start heating to reflux, control the temperature at 90°C, stir for 2 hours, filter to remove inorganic matter, and distill under reduced pressure to obtain benzyl chloride. The yield was 95.2%.

Embodiment 2

[0024] Embodiment 2: the anhydrous FeCl of 0.5mol 3 Put it into a container, add 30ml of tetrahydrofuran, add 0.5mol of p-chlorobenzaldehyde and 0.5mol of methyldichlorohydrosilane, stir well, anhydrous FeCl 3 After basically dissolving, start heating to reflux, control the temperature at 70°C, stir for 3 hours, filter to remove inorganic matter, and distill under reduced pressure to obtain p-chlorobenzyl chloride. The yield was 93.5%.

Embodiment 3

[0025] Embodiment 3: the anhydrous FeCl of 0.05mol 3 Put it into a container, add 30ml of tetrahydrofuran, add 0.5mol of p-nitrobenzaldehyde and 0.3mol of phenyldichlorosilane, stir well, anhydrous FeCl 3 After basically dissolving, start heating to reflux, control the temperature at 70°C, stir for 4 hours, filter to remove inorganic matter, and distill under reduced pressure to obtain p-nitrobenzyl chloride. The yield was 90.1%.

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Abstract

This invention relates to a method for synthesizing chlorohydrocarbon by direct chloridization of a chloro-silicane carbonyl compound. The key technical problem is to provide a direct chloridization process of carbonyl compound, with benefits of mild conditions, safety, efficiency, and simple operation. This method is characterized in that: first add in FeCl3 and organic solvents in the container, then add in formula(1) carbonyl compound, and then add in chloro-silicane with formula R3R4SiClH; mix thoroughly at controlled solvent reflux temperature; after finishing the whole reaction, filtrate and vacuum distill the percolate so as to produce corresponding formula(2) chlorohydrocarbon, reactant chloro-silicane, formula(1)carbonyl compound, the molar ratio of FeCl3=1.5-0.5:1:1-0.01.

Description

technical field [0001] The invention relates to the field of organic chemistry, and relates to a method for directly chlorinating and synthesizing chlorinated hydrocarbons by using carbonyl compounds of chlorosilanes. Background technique [0002] Before the present invention, the chlorination of carbonyl compound generally will pass through two processes, and one is that carbonyl compound is reduced into corresponding alcohol, and the 2nd, alcohol carries out chlorination reaction, obtains corresponding chlorinated hydrocarbon product. [0003] According to traditional methods and corresponding literature reports, the first step generally adopts catalytic hydrogenation method to reduce carbonyl to hydroxyl. Hexanone is rapidly reduced to cyclohexanol (Nishimura S.; Bull. Chem. Soc. Japan.; 1959, 32:61). Homogeneous catalytic hydrogenation is successfully used for the reduction of aldehydes and ketones. The catalyst used is a complex of metals such as ruthenium, rhodium, ir...

Claims

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Application Information

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IPC IPC(8): C07C17/18C07C19/01C07C22/04
Inventor 盛春荠李志芳来国桥蒋剑雄许文东曹肖君
Owner HANGZHOU NORMAL UNIVERSITY
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