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Production method for spirodiclofen

A production method and a technology for spirodiclofen, applied in the field of production technology of spirodiclofen, can solve the problems of low reaction yield and high production cost, and achieve the effects of easy availability of raw materials, easy operation and simple process

Inactive Publication Date: 2012-03-14
南通德益化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Because the reaction yield of this route is low, only 20%, making the production cost higher

Method used

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  • Production method for spirodiclofen

Examples

Experimental program
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Embodiment Construction

[0010] Preparation of 1-cyanocyclohexanol

[0011] Under mechanical stirring, add 60.9g cyclohexanone, 24.1g sodium cyanide, 80ml water in a 500ml three-necked flask, keep the temperature at 5-10℃ under ice bath, slowly add 40% sulfuric acid solution dropwise, keep dropping The addition time is 3h. After the addition is completed, stirring is continued for 30min. The product is extracted with ethyl acetate. The combined ethyl acetate layer is washed with water, dried with anhydrous sodium sulfate, and concentrated to obtain 66.8g of liquid product with a yield of 86.0%. Purified for the next reaction.

[0012] Preparation of 2,4-Dichlorophenylacetyl chloride

[0013] Add 2.6g of 2,4-dichlorophenylacetic acid and 30ml of thionyl chloride into the reaction flask, heat at 75-100℃, reflux and stir the reaction for 4h, distill under reduced pressure to remove thionyl chloride to obtain 2.80g of yellow liquid, yield 98.8 %.

[0014] Preparation of 2,4-Dichlorophenylacetic acid-1-cyanocycl...

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Abstract

The present invention discloses a production method for spirodiclofen. According to the production method, cyclohexanone is adopted as a starting raw material, and is subjected to reactions of addition, acylation, esterification, cyclization and the like to obtain a spirodiclofen intermediate 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]-dec-3-en-4-ol; then the 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]-dec-3-en-4-ol reacts with 2,2-dimethyl butyryl chloride to prepare 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]-dec-3-en-4-yl-2,2-dimethyl butyrate, which is the spirodiclofen. The production method of the present invention has characteristics of simple process, available raw materials and easy operation, and is suitable for industrial production of the spirodiclofen. With the present invention, the total yield of the five-step reaction is 36.6%, and is increased by nearly 17% than the yield in the prior art.

Description

Technical field [0001] The present invention mainly relates to a production process of spirodiclofen, in particular to a traditional production method of addition, hydrolysis, esterification, and cyclization, in which the hydrolysis process is changed to acylation to achieve the purpose of improving yield The production method of spirodiclofen. Background technique [0002] The traditional process uses cyclohexanone as a raw material to obtain the intermediate of spirodiclofen through addition, hydrolysis, esterification and cyclization, and then reacting with 2,2-dimethylbutyryl chloride to prepare spirodiclofen. In the method, the 1-cyanocyclohexanol is hydrolyzed and esterified to obtain ethyl 1-hydroxy formate, and then esterified with 24-dichlorophenylacetyl chloride. Because the reaction yield of this route is low, only 20%, the production cost is high. Summary of the invention [0003] The main task of the present invention is to provide a production process of spirodiclo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/94
Inventor 章小红王莉贾庆山马海兵
Owner 南通德益化工有限公司
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