Method for preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone

A technology of cyclopropyl methyl ketone and cyclopropyl, which is applied in the field of preparation of fungicide intermediates, can solve the problems of high price of raw material cyclopropyl acetic acid, high production cost, unsuitability for industrial production, etc., and achieve low raw material price, The effect of low cost and simple steps

Active Publication Date: 2010-07-28
江苏省农用激素工程技术研究中心有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the method is simple in route and easy to operate, it is not suitable for industrialized production due to the high price of the raw material cyclopropylacetic acid and the high production cost.

Method used

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  • Method for preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone
  • Method for preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone
  • Method for preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone

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Embodiment 1

[0019] The preparation method of the 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone of the present embodiment has the following steps:

[0020] ①In the reaction flask, add 2.3g of catalyst sodium hydride and 80ml of solvent toluene, heat up to 90°C, add dropwise 20ml of toluene, 8.4g of cyclopropyl methyl ketone (0.1mol) and 21g of p-chlorophenylacetonitrile (0.15 mol) of the mixed liquid to carry out the condensation reaction to generate compound I, and continue to carry out the condensation reaction for 4 hours after 30 minutes of dripping. Then perform post-treatment: cool the reaction system to 15°C to 25°C, add 20ml of water, then add 20% sulfuric acid solution dropwise until the solution is neutral, and let the system divide into a water layer and a toluene layer; layer, the toluene layer was washed with water, and the washed toluene layer was distilled under reduced pressure to separate the toluene, and the obtained 20g material was a finished product, wherein the content...

Embodiment 2～ Embodiment 5

[0024] The method of each embodiment is basically the same as that of Example 1, and the differences are shown in Table 1.

[0025] Table 1

[0026]

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Abstract

The invention discloses a method for preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone. The method comprises the following steps of: firstly, carrying out reaction on cyclopropyl methyl ketone and p-chlorobenzyl for 2-4 hours at the temperature ranging from 90 DEG C to 110 DEG C, and obtaining a compound I after post treatment, wherein the cyclopropyl methyl ketone and the p-chlorobenzyl are used as reactants, sodium hydride is used as a catalyst and toluol is used as solvent; secondly, leading the compound I to react with magnesium in a isopropanol dissolvent at the temperature ranging from 45 DEG C to 60 DEG C, and obtaining a compound II after post treatment; and thirdly, adding the compound II to DMF (Dimethyl Formamide), then adding sodium hydroxide, importing oxygen for 8 hours to15 hours under stirring for reaction, controlling the temperature to range from 10 DEG C to 25 DEG C, and finally obtaining the 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone after post treatment. The preparation method has the advantages of simple steps, cheap and easily obtained raw materials, no deadly poison, low cost; less three-waste (waste gas, waste water and industrial residue) pollution, suitability for industrial production and higher yield and content of end products.

Description

technical field [0001] The invention relates to a preparation method of a fungicide intermediate, in particular to a preparation method of 1-(4-chlorophenyl)-2-cyclopropyl-1-acetone. Background technique [0002] 1-(4-Chlorophenyl)-2-cyclopropyl-1-propanone is an important intermediate in the synthesis of the fungicide cycloconazole. And 4-chlorophenyl cyclopropyl ketone is an intermediate for the synthesis of 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone. [0003] U.S. patent document US4664696 discloses a kind of preparation method of 1-(4-chlorophenyl)-2-cyclopropyl-1-acetone, this method is earlier reacted by the magnesium compound of chlorobenzaldehyde and chloropropene, and the product is used again Cyclopropanation of dibromomethane, followed by oxidation in the presence of triethylamine in oxalyl chloride to give 4-chlorophenylcyclopropyl ketone, and from 4-chlorophenyl cyclopropyl ketone to 1-(4-chlorophenyl) -2-Cyclopropyl-1-propanone. The method has long synthes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/813C07C45/32
Inventor 孔繁蕾孙永辉刘文龙
Owner 江苏省农用激素工程技术研究中心有限公司
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