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

Green synthesis method of 2-O-methyl-6-O-(2-hydroxypropyl)-beta-cyclodextrin

A technology for green synthesis and cyclodextrin, which is applied in the field of green synthesis of the new compound 2-O-methyl-6-O--β-cyclodextrin, can solve problems such as low solubility, and achieve high conversion rate and high reaction rate. The effect of mild conditions and simple process conditions

Inactive Publication Date: 2015-04-29
FUJIAN UNIV OF TECH
View PDF2 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In order to overcome the disadvantage of low solubility of β-cyclodextrin, researches on its modification have been carried out at home and abroad to make it have better properties; to improve its application effect and open up new uses

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Green synthesis method of 2-O-methyl-6-O-(2-hydroxypropyl)-beta-cyclodextrin
  • Green synthesis method of 2-O-methyl-6-O-(2-hydroxypropyl)-beta-cyclodextrin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a three-necked round-bottomed flask with a reflux condenser and stirring, add 4g of β-cyclodextrin (3.6mmol) and 150mL of dimethylamide (DMF) and stir until clear, then add anhydrous 1.0g of K 2 CO 3 After stirring for 10 minutes, add 1.0 mL (16 mmol) of diester methyl carbonate, continue to stir, control the temperature at 25° C., and react for 8 hours. The reaction process is monitored by thin-layer chromatography (TLC). After the reaction, centrifuge to remove anhydrous K 2 CO 3 and suspension, under reduced pressure, the liquid phase temperature is 60-90°C, and the solvent DMF and unreacted dimethyl carbonate are distilled off under reduced pressure to obtain 3.4g of 2-O-methyl-β-cyclodextrin; 3.4g of 2-O-methyl-β-cyclodextrin was dissolved in 150mL of 30% aqueous sodium hydroxide solution, and 16mL of a solution of propylene oxide and acetonitrile (1:15 by volume) was added dropwise. , under normal pressure, reacted for 8 hours; neutralized the sodium hydroxi...

Embodiment 2

[0025] In a three-necked round-bottom flask with a reflux condenser and stirring, add 4g of β-cyclodextrin (3.6mmol) and 150mL of DMF and stir until clear, then add 1.5g of anhydrous K2CO3, stir for 10 minutes and then add 2.0mL (32mmol) diester methyl carbonate, continue to stir, control temperature 40 ℃, react for 24 hours, the reaction process monitors the reaction situation with thin-layer chromatography (TLC). After the reaction, centrifuge to remove anhydrous K2CO3 and suspended matter, depressurize, the liquid phase temperature is 60-90°C, and distill off the solvent DMF and unreacted dimethyl carbonate under reduced pressure to obtain 2-O-methyl-β -Cyclodextrin 3.5g; Dissolve the obtained 3.5g 2-O-methyl-β-cyclodextrin in 150mL of 30% sodium hydroxide aqueous solution, drop propylene oxide and acetonitrile (volume ratio is 1: 15) solution 32mL, react for 16 hours at 5°C under normal pressure; neutralize the sodium hydroxide solution with 10 mol / L hydrochloric acid solu...

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 invention discloses a green synthesis method of a new compound 2-O-methyl-6-O-(2-hydroxypropyl)-beta-cyclodextrin. The method comprises the following steps: in the presence of anhydrous K2CO3 or anhydrous Na2CO3, reacting beta-cyclodextrin and dimethyl carbonate in a dimethylformamide organic solvent, after the reaction is complete, filtering to remove the anhydrous K2CO3 or anhydrous Na2CO3 and other insoluble substances, distilling under reduced pressure to remove the solvent, and concentrating the solution; precipitating out the product with acetone, and filtering to obtain 2-O-methyl-beta-cyclodextrin; dissolving the obtained 2-O-methyl-beta-cyclodextrin in a 30% sodium hydroxide solution, dropwisely adding quantitative epoxypropane at certain temperature, after the reaction is complete, adding hydrochloric acid to neutralize to neutrality, and distilling to obtain a white solid; and dissolving in dimethylformamide, filtering to remove the salt, pouring the filtrate into acetone to obtain a white precipitate, repeatedly washing with acetone, and finally, immersing in aether to obtain the white powder solid product 2-O-methyl-6-O-(2-hydroxypropyl)-beta-cyclodextrin. The method has the advantages of simple technological conditions, high conversion rate of beta-cyclodextrin and environment friendliness.

Description

technical field [0001] The invention relates to a green synthesis method of a new compound 2-O-methyl-6-O-(2-hydroxypropyl)-β-cyclodextrin. Background technique [0002] β-cyclodextrin is a kind of cylindrical compound formed by α-1,4 glycosidic linkages of 7 glucose monomers. Because β-cyclodextrin has a cavity molecular structure and the characteristics of hydrophilic inside and hydrophobic outside, β-cyclodextrin has a wide range of applications, and can be widely used in molecular recognition, separation, medicine, catalysis and other aspects. However, due to the low solubility of β-cyclodextrin precursor (the solubility of β-cyclodextrin is 1.85g / 100mL at 25°C) and other limitations in properties, its application is greatly limited. In order to improve the properties of β-cyclodextrin and expand its application range, people have improved the properties of β-cyclodextrin. And other properties have been greatly improved, so that the application range of β-cyclodextrin ...

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): C08B37/16
Inventor 甘永江史荣会郑志功
Owner FUJIAN 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