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

Method for preparing 3-nitropropionic acid

A technology of nitropropionic acid and ethyl nitropropionate, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of high production cost and expensive reagents

Inactive Publication Date: 2015-03-25
QUFU DELU BIOTECH
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0021] Although these two methods are simple to operate, the production cost is relatively high because cyprolide and silver nitrate are relatively expensive reagents

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
  • Method for preparing 3-nitropropionic acid
  • Method for preparing 3-nitropropionic acid
  • Method for preparing 3-nitropropionic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1: comprise the steps:

[0046] 1) Preparation of bromopropionic acid 4：

[0047] Add acrylic acid (162 g, 2.25 mol) and 47% HBr (400 g, 2.32 mol) into a 1L four-necked flask, and heat to reflux for 4 h. The water dispenser evaporates most of the water in the solution, and stops heating when the temperature reaches 130°C. Cool to form a white solid, add water to dissolve, extract with EA (150 ml×3), combine the organic phases to dry over anhydrous sodium sulfate, and distill under reduced pressure to obtain 308 g of white solid with a yield of 90%.

[0048] 2) Preparation of ethyl 3-bromopropionate 3 :

[0049] 3-bromopropionic acid 4 (15 g, 100 mmol) was added to 200 ml of ethanol, under stirring, 2 droppers of concentrated sulfuric acid were added, and heated to reflux for 6 h. Ethanol was distilled off under reduced pressure, sulfuric acid was washed away by adding 150 ml of water, extracted with EA (200 ml×3), the organic phases were combined,...

Embodiment 2

[0054] Example 2: The difference from the examples is the difference in step 4): 3-ethyl nitropropionate2 (1 g, 6.8 mmol) to 10 ml THF+HO 2 O, LiOH was added in batches at room temperature for 5 h. Water was added and extracted with EA (100 ml×3), the organic phases were combined and dried over anhydrous sodium sulfate, distilled under reduced pressure, and 0.26 g of white solid was obtained by silica gel column chromatography, with a yield of 33%.

[0055]

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 method for preparing 3-nitropropionic acid. Acrylic acid serves as a raw material, and the 3-nitropropionic acid is prepared by the following four steps: performing olefin addition, performing esterification, carrying out an SN2 reaction and hydrolyzing. Compared with the other methods, the method has the advantages of readily available raw materials, low price, simplicity in operation, mild and controllable conditions, high yield and the like.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and in particular relates to a preparation method of 3-nitro propionic acid. technical background [0002] The structural formula of 3-nitropropionic acid is as formula 1, [0003] [0004] 1 [0005] 3-Nitropropionic acid is a very useful organic chemical intermediate, which can be used in the synthesis of β-amino acids. [0006] In addition, it has recently been found that 3-nitropropionic acid has a protective effect on dopaminergic nerves, thereby achieving the effect of preventing Parkinson's disease. It is mainly related to reducing the generation of malondialdehyde, stimulating the synthesis of reduced glutathione, and protecting dopamine neurons. In addition, 3-nitropropionic acid preconditioning can induce cerebral ischemic tolerance and exert a protective effect on focal ischemia-reperfusion injury. It may be related to reducing the permeability of the blood-brain bar...

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): C07C205/51C07C201/12
Inventor 刘涛姚雷
Owner QUFU DELU BIOTECH
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