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

Preparation of pyridine derivative

A preparation process and technology for derivatives, applied in the field of preparation of pyridine derivatives, can solve the problems of tailing of pyridine derivatives, product loss, low final yield of pure pyridine derivatives, etc., so as to improve the final yield and solve the loss Effect

Inactive Publication Date: 2005-10-12
ZHEJIANG UNIV OF TECH
View PDF0 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned preparation process has the following disadvantages: ① pyridine derivatives are easily entrained by ethanol / water when concentrated under reduced pressure; ② because pyridine derivatives are alkaline substances, while silica gel is acidic substances, pyridine derivatives There is a tailing phenomenon in the product, and the product loss is serious; ③ when the n-hexane is evaporated under reduced pressure, the entrained product phenomenon will occur when ethyl acetate is used, resulting in a decrease in the yield
Based on the above disadvantages, the final yield of pure pyridine derivatives is quite low

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

[0012] Cyclopentanone: 1.68g (20mmol), propargylamine: 2.2g (40mmol0), Cu(NO 3 ) 2 ·3H 2 O: 0.148g (0.0006mmol), 60ml of absolute ethanol was added to a 100ml three-necked flask, heated to 78°C in an oil bath, and refluxed for 4.5h. After the reaction, the yield of 2,3-cyclopentenopyridine was 85% as detected by GC.

[0013] Filter the reaction solution obtained above to remove the catalyst, distill the filtrate under normal pressure, and distill ethanol / water at a distillation head temperature of 78°C to obtain a concentrated solution; add triethylamine dropwise to neutralize the silica gel, put the concentrated solution on the column by wet method, and use Petroleum ether (30°C-60°C) and diethyl ether mixture were used as mobile phase for elution; petroleum ether and diethyl ether were evaporated under normal pressure to obtain pure 2,3-cyclopentenopyridine with a final yield of 70%.

Embodiment 2

[0015] The reaction solution obtained in Example 1 was filtered under normal pressure to remove the catalyst, the filtrate was distilled under normal pressure, and the ethanol / water was evaporated at a distillation head temperature of 78°C to obtain a concentrated solution; ammonia water was added dropwise to neutralize the silica gel, and the concentrated solution was wet-loaded to the column, and the concentrated solution was used to Ether (30°C-60°C) and diethyl ether mixture were used as mobile phase for elution; petroleum ether and diethyl ether were distilled off under normal pressure to obtain pure 2,3-cyclopentenopyridine with a final yield of 68%.

Embodiment 3

[0017] The reaction solution obtained in Example 1 was filtered under normal pressure to remove the catalyst, the filtrate was distilled under normal pressure, and the ethanol / water was evaporated at a distillation head temperature of 78° C. to obtain a concentrated solution; basic alumina was used as a filler, and the concentrated solution was wet-loaded to the column and used Petroleum ether (30°C-60°C) and diethyl ether mixture were used as mobile phase for elution; petroleum ether and diethyl ether were distilled off under normal pressure to obtain pure 2,3-cyclopentenopyridine with a final yield of 74%.

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

Production of pyridine derivative is carried out by reacting ketone compound with propiolic amine by catalyst, obtaining reacting liquid, filtering reacting liquid, removing catalyst, concentrating filtrate, column chromatographing, separating, and using basic substance or neutralized silica gel by basic substance in column chromatographing separation as column chromatography filler. It achieves less loss and higher final efficiency.

Description

(1) Technical field [0001] The invention relates to a preparation process of pyridine derivatives. (2) Background technology [0002] In the current technology, in the preparation process of pyridine derivatives, pyridine derivatives can be prepared by reacting ketone compounds and propargylamine under the action of a catalyst. After the reaction is completed, the catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure and separated by column chromatography to obtain Pure pyridine derivatives, the filler of column chromatography is silica gel, and the mobile phase is n-hexane and ethyl acetate. However, the above-mentioned preparation process has the following disadvantages: ① pyridine derivatives are easily entrained by ethanol / water when concentrated under reduced pressure; ② because pyridine derivatives are alkaline substances, while silica gel is acidic substances, pyridine derivatives There is a tailing phenomenon in the product, and ...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/04
Inventor 颜继忠夏成才
Owner ZHEJIANG UNIV OF TECH
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