Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Purifying process for 5-(2-ethyl thio propyl)-1,3-cyclohexanedione

A technology of ethylthiopropyl and cyclohexanedione, applied in the directions of organic chemistry, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of low product purity, many by-products, difficult separation of downstream products, etc., To achieve the effect of simple process reaction, high purity and easy operation control

Inactive Publication Date: 2003-10-22
吉林宏达科技开发有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 5-(2-ethylthiopropyl)-1,3-cyclohexanedione is an intermediate for the synthesis of herbicides sethoxydim, clethodim, etc., and its synthetic route is from 6-ethylthio-3-hept 5-(2-ethylthiopropyl)-4-ethoxycarbonyl-1,3-cyclohexanedione is prepared by ring-closure reaction between en-2-one and diethyl malonate, and then hydrolyzed and decarboxylated It is prepared, but because there are many by-products in this series of reactions, if the next reaction is carried out directly without separation, it will cause difficulties in the separation of downstream products, so that the purity of these products is not high, which affects the herbicide. the quality of

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Dissolve 1.12 g (0.028 mol) of sodium hydroxide NaOH in 10 ml of water, mix with 10 g (0.028 mol) of the crude product of 5-(2-ethylthiopropyl)-1,3-cyclohexanedione, and stir 10 minutes, add 20 ml of ether, stir for 10 minutes, stand still for 10 minutes, separate the lower aqueous phase, neutralize with 0.028 mol 10 hydrochloric acid, then extract twice with 30 ml of ether, wash the ether layer once with 10 ml of water, and wash with anhydrous sulfuric acid Dried over magnesium and concentrated to obtain 6.2 g of 5-(2-ethylthiopropyl)-1,3-cyclohexanedione with a content of 95% and a recovery rate of 98%.

Embodiment 2

[0015] 10 grams of 5-(2-ethylthiopropyl)-1,3-cyclohexanedione crude product, determined by gas chromatography, the content is 60%, containing 6 grams of pure product, (0.028mol); 2 CO 3 2.97 g (0.028 mol), dissolved in 10 ml of water, mixed with crude 5-(2-ethylthiopropyl)-1,3-cyclohexanedione, stirred for 10 minutes, added 20 ml of dichloromethane, stirred for 10 Minutes, stand still for 10 minutes, separate the lower aqueous phase, neutralize with 0.028 moles of 10 hydrochloric acid, then extract twice with 30 milliliters of dichloromethane, wash the extract once with 10 milliliters of water, dry over anhydrous magnesium sulfate, and concentrate to give 5-( 6.2 g of 2-ethylthiopropyl)-1,3-cyclohexanedione, with a content of 95% and a recovery rate of 98%.

Embodiment 3

[0017] Get 10 grams of 5-(2-ethylthiopropyl)-1,3-cyclohexanedione crude product, determine the content by gas chromatography to be 60%, containing 6 grams of pure product, (0.028mol); (NaHCO 3 ) 2.35 grams (0.028mol), dissolved in 10 milliliters of water, mixed with the above-mentioned 5-(2-ethylthiopropyl)-1,3-cyclohexanedione crude product, stirred for 10 minutes, added 20 milliliters of ether, stirred 10 minutes, stand still for 10 minutes, separate the lower aqueous phase, neutralize with 0.028 mole of 10 hydrochloric acid, then extract twice with 30 ml of ether, wash the ether layer once with 10 ml of water, dry over anhydrous magnesium sulfate, and concentrate to obtain 5-(2 -Ethylthiopropyl)-1,3-cyclohexanedione 6.2 g, content 95%, recovery 98%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The purification process of 5(2-ethylthiopropyl)-1,3-cyclohexanedione includes the following steps: defining its crude product content by using gas chromatography, then defining alkali quantity to beadded according to the above-mentioned defined crude product content, mole ratio is 1:1 and concentration of alkali is 10%-50%, and said reaction is implemented at room temperature, fully mixing themfor 10-30 min. ,then adding organic solvent, its volume is 5-10 times that of the above-mentioned crude product, after separation, neutralizing water phase by using isomolar acid, and extracting neutralized water phase by using 5 times volume of organic solvent, drying organic layer and concentrating so as to obtain the high-purity 5-(2-ethylthiopropyl)-1,3-cyclohexanedione.

Description

Technical field: [0001] The invention discloses a purification process of 5-(2-ethylthiopropyl)-1,3-cyclohexanedione, which belongs to the technical field of intermediate purification production process of synthetic herbicides such as sethoxydim and clethodim. Background technique: [0002] 5-(2-ethylthiopropyl)-1,3-cyclohexanedione is an intermediate for the synthesis of herbicides sethoxydim, clethodim, etc., and its synthetic route is from 6-ethylthio-3-hept 5-(2-ethylthiopropyl)-4-ethoxycarbonyl-1,3-cyclohexanedione is prepared by ring-closure reaction between en-2-one and diethyl malonate, and then hydrolyzed and decarboxylated It is prepared, but because there are many by-products in this series of reactions, if the next reaction is carried out directly without separation, it will cause difficulties in the separation of downstream products, so that the purity of these products is not high, which affects the herbicide. the quality of. Invention content: [0003] The...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C319/28C07C323/22
Inventor 张锁秦
Owner 吉林宏达科技开发有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com