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Synthetic method for 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone

A synthesis method, cyclopropyl technology, applied in the direction of condensation preparation of carbonyl compounds, organic chemistry, etc., can solve the problems of long production cycle, high cost consumption, and many operational steps, and achieve low cost, less harsh reaction conditions, and high efficiency. less effect

Inactive Publication Date: 2013-05-22
HEILONGJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The present invention provides a synthetic method for 1-(4-chlorophenyl)-2-cyclopropyl-1-acetone in order to solve the problems of many operating steps, long production cycle and large cost consumption in the existing method

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  • Synthetic method for 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone
  • Synthetic method for 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone

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specific Embodiment approach 1

[0014] Specific embodiment one: the synthetic method of the 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone of the present embodiment is carried out according to the following steps:

[0015] One, configuration sulfur ylide reagent: according to the molar ratio of thioether and dimethyl sulfate is (1~3): 1, according to the molar ratio of dimethyl sulfate and tert-butanol is (1~1.5): 1, first Add tert-butanol into thioether, stir for 20min-40min at a temperature of 25-35°C and a stirring speed of 80r / min-150r / min, then add dimethyl sulfate dropwise, and continue to The temperature is 25-35°C, the stirring speed is 80r / min-150r / min, stirring until the solution is white and viscous, and the sulfur ylide reagent is obtained;

[0016] Two, epoxidation reaction: be 1: (3~5) by the mass ratio of cyclopropyl methyl ketone and toluene, be 1: (1~5) by the mole of the sulfur ylide reagent of cyclopropyl methyl ketone and step one 3), by the mol ratio of cyclopropyl methyl ketone and potas...

specific Embodiment approach 2

[0023] Specific embodiment two: what this embodiment is different from specific embodiment one is: the mole of thioether and dimethyl sulfate is 2: 1 in the step 1, by the mol ratio of dimethyl sulfate and tert-butyl alcohol (1.2~1.3 ): 1, other steps and parameters are the same as those in Embodiment 1.

specific Embodiment approach 3

[0024] Specific embodiment three: the difference between this embodiment and specific embodiment one or two is that in step one, tert-butanol is first added to the thioether, at a temperature of 30°C and a stirring speed of 80r / min to 150r / min Under the conditions, stir for 30 minutes, then add dimethyl sulfate dropwise, after the dropwise addition, continue to stir at a temperature of 30°C and a stirring speed of 80r / min to 150r / min until the solution is white and viscous, and the sulfur ylide reagent is obtained. Other steps and parameters are the same as those in Embodiment 1 or Embodiment 2.

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Abstract

The invention discloses a synthetic method for 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone and relates to the synthetic method for bactericide cyproconazole intermediate 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone. In order to solve the problems that the existing method has a plurality operation steps, long production period and large cost consumption, the synthetic method comprises the following steps of: firstly, preparing a sulfur ylide reagent; secondly, carrying out epoxidation reaction; thirdly, carrying out rearrangement reaction; fourthly, carrying out oxidation reaction; and fifthly, carrying out condensation reaction. According to the synthetic method disclosed by the invention, the dosage of thioether is less, the cost is low, the solvent methylbenzene for the epoxidation reaction is cheap and easy to recycle, the rearrangement reaction temperature does not exceed 5 DEG C, the reaction conditions are not harsh, air oxidation is adopted, the cost is lower, the impurities are not introduced, the production period is shortened during the condensation reaction process, the production cost is reduced, the purity of the synthesized product is 96% without purification, the product yield is higher than 90% and the pollution is small, so that the synthetic method is suitable for industrial production and can be applied to the bactericide field.

Description

technical field [0001] The invention relates to a synthesis method of a fungicide cyproconazole intermediate 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone. Background technique [0002] 1-(4-Chlorophenyl)-2-cyclopropyl-1-propanone is an important intermediate of the triazole fungicide cycloconazole, which has the characteristics of high efficiency, low toxicity and broad spectrum. Product demand is very big, and the cost that most manufacturers produce is higher, the synthetic method about 1-(4-chlorophenyl)-2-cyclopropyl-1-propanone mainly contains following three kinds at present: one, to Chlorobenzaldehyde is the raw material, and the synthetic method is relatively simple through the Grignard reagent reaction, but because the Grignard reagent is to be used, it must be used now, otherwise the yield in the next step will be significantly reduced, and there are certain potential safety hazards, which need to use 1 , 2-dibromoethane, as a cyclization reagent, increases the co...

Claims

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Application Information

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IPC IPC(8): C07C49/813C07C45/45
Inventor 高金胜宫炜刘吉龙张爽
Owner HEILONGJIANG UNIV
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