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

Refining method for synthesizing high-purity capsaicine

A technology for synthesizing capsaicin and a refining method, which is applied in directions such as separation/purification of carboxylic acid amides, organic chemistry, etc., can solve the problems of unsuitability for industrial production, low efficiency, large energy consumption, etc., and achieves good cycle repeatability and atom economy. high effect

Pending Publication Date: 2020-01-17
安徽世华化工有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method consumes a lot of energy, has low efficiency, greatly increases the cost, and is not suitable for industrial production.

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
  • Refining method for synthesizing high-purity capsaicine
  • Refining method for synthesizing high-purity capsaicine
  • Refining method for synthesizing high-purity capsaicine

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0025] Preparation of MHZ001-1

[0026] Add 23ml 37% formaldehyde solution, 36.8g p-hydroxybenzoic acid and 4.6g caustic soda in 250ml there-necked bottle. Under the condition of magnetic stirring, use a heating mantle to raise the temperature to 110°C, evaporate the water until the system in the bottle becomes a purple jelly, and let it stand to cool to room temperature. Add 40ml of diphenyl ether, raise the temperature to 170°C, bubble the solution with argon until the solution turns dark green, reflux for two hours, and let it stand to cool to room temperature. Add 50ml of ethyl acetate, stir for 30 minutes to crystallize. Suction filtration, beating and rinsing the filter cake with water to obtain MHZ001-1 as 2.00 g of white solid.

[0027] Preparation of MHZ001

[0028] Add 0.5 g of MHZ001-1, 10.64 g of 4-bromo-7-tetraphenylethylene benzothiadiazole, and 20 ml of DMF into a 50 ml three-necked flask, stir at room temperature for 15 minutes, add 1.23 g of sodium hydride ...

Embodiment 1

[0030] Take 24.5 g (0.1 mol) of (trans) 8-methyl-N-vanillyl-6-nonenamide and add 24.5 g (0.1 mol) of synthetic capsaicin with a total weight of 2450 g into a 10 L three-necked bottle, and add 251.2 g (0.1 mol) ( MHZ001) calixarene, add 2450g of dichloromethane, stir and react at room temperature for 6 hours. After the solution changed from green to red, dichloromethane was distilled off at 30 °C and -0.01 MPa, 2450 g of diethyl ether was added, stirred at -5 °C for a period of time, filtered, and the filter cake was dried to obtain high-purity capsaicin with an HPLC purity of 99.8%. The filtrate is to be processed to recover MHZ001.

Embodiment 2

[0032] Take 24.5g (0.1mol) of (trans) 8-methyl-N-vanillyl-6-nonenamide and add 24.5g (0.1mol) of capsaicin with a total weight of 2450g into a 10L three-necked bottle, and add 251.2g (0.1mol) of MHZ001, 7350 g of dichloromethane was added, and the reaction was stirred at room temperature for 8 hours. After the solution changed from green to red, dichloromethane was distilled off at 30°C and -0.01MPa. Added 7350g of diethyl ether, stirred at 5°C for a period of time, filtered, and the filter cake was dried to obtain high-purity capsaicin with an HPLC purity of 99.8%. The filtrate is to be processed to recover MHZ002.

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 refining method for synthesizing high-purity capsaicine. According to the method, calixarene capable of recognizing (trans)8-methyl-N-vanillyl-6-nonenamide molecules is synthesized through aldol condensation, Friedel-Crafts reaction, etherification and sulfonation; the calixarene and the (trans)8-methyl-N-vanillyl-6-nonenamide in synthetic capsaicine form (trans)8-methyl-N-vanillyl-6-nonenamide-calixarene host-guest recognition supramolecule through supramolecular interaction; and the precipitate is separated to obtain an n-nonanoic acid vanillyl amide solution, and after evaporation, desolvation and crystallization, the n-nonanoic acid vanillyl amide refined product with a content of higher than 99.8% is obtained. According to the invention, the purification method is environmentally-friendly, and calixarene has good cycle repeatability and high atom economy.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a refining method for high-purity synthetic capsaicin. Background technique [0002] High-purity capsaicin is an environmentally friendly new fine chemical, which is widely used in medical, material, military and biochemical fields. The purity of capsaicin is closely related to its melting point, processing window, biotoxicity, spiciness and other indicators. High-purity capsaicin can be used in cutting-edge products in various industries, with high economic benefits, but the purification of capsaicin is quite difficult. The current purification method is mainly recrystallization. This refining process has no obvious refining effect on the impurity (trans) 8-methyl-N-vanillyl-6-nonenamide, which makes the content of capsaicin difficult to reach. 99.2% or more. [0003] The current method of controlling (trans) 8-methyl-N-vanillyl-6-nonenamide is mainly through rectification, ...

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): C07C231/24C07C233/05
CPCC07C231/24C07C233/05
Inventor 孔令航马家松孔晓伟贾帮乐孙徽
Owner 安徽世华化工有限公司
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