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

A kind of synthetic method of (1-cyclopropyl-1-methyl) ethylamine hydrochloride

A technique for the synthesis of ethylamine hydrochloride and its synthesis method, which is applied in the field of synthesis of ethylamine hydrochloride, can solve the problems of low yield, unsuitable amplification, and harsh reaction conditions, and achieve high yield, easy operation, and reaction The effect of process stabilization

Active Publication Date: 2019-04-16
上海毕得医药科技股份有限公司
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to provide a synthetic method of (1-cyclopropyl-1-methyl)ethylamine hydrochloride, which solves the technical defects of harsh reaction conditions, low yield and unsuitable amplification in the prior art

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
  • A kind of synthetic method of (1-cyclopropyl-1-methyl) ethylamine hydrochloride
  • A kind of synthetic method of (1-cyclopropyl-1-methyl) ethylamine hydrochloride
  • A kind of synthetic method of (1-cyclopropyl-1-methyl) ethylamine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028]

[0029] Dissolve cerium trichloride (238g, 0.9mol, 3.0eq) in 2L anhydrous THF, stir at room temperature for 2 hours, then cool the reaction solution to -78°C, then add methyllithium in tetrahydrofuran dropwise (methyllithium The concentration is 1mol / L, 1.2L is added dropwise), wherein the addition of methyl lithium is (1.2mol, 4.0eq); after the dropwise addition, the reaction is continued for 1 hour, and then cyclopropylnitrile is added dropwise to the reaction solution (20g, 0.30mol, 1.0eq) THF solution 60ml, after the dropwise addition, continue to react for 1h, then the reaction solution naturally rises to room temperature and reacts for 4h, then adds 100ml of ammonia water to the reaction solution to quench the reaction, filter the reaction solution, filter The cake was washed with DCM, and the filtrate was concentrated to obtain 20 g of crude product (1-cyclopropyl-1-methyl) ethylamine,

[0030] Crude product (1-cyclopropyl-1-methyl) ethyl amine 20g is dissolv...

Embodiment 5

[0035] Dissolve cerium trichloride (238g, 0.9mol, 3.0eq) in 2L anhydrous THF, stir at room temperature for 2 hours, then cool the reaction solution to -78°C, then add methyllithium in tetrahydrofuran dropwise (methyllithium The concentration is 1mol / L, 1.2L is added dropwise), wherein the addition of methyl lithium is (1.2mol, 4.0eq); after the dropwise addition, the reaction is continued for 1 hour, and then cyclopropylnitrile is added dropwise to the reaction solution (20g, 0.30mol, 1.0eq) of THF solution 60ml, after the dropwise addition, continue to react for 4h, then add 100ml of ammonia water to the reaction solution to quench the reaction, filter the reaction solution, wash the filter cake with DCM, concentrate the filtrate to obtain crude Product (1-cyclopropyl-1-methyl) ethylamine 12g.

[0036] Crude product (1-cyclopropyl-1-methyl) ethyl amine 12g is dissolved in the ethyl acetate of 100ml, feeds hydrochloric acid gas to it then to the solid that precipitates no long...

Embodiment 6

[0038] Dissolve cerium trichloride (2380g, 9.6mol, 3.0eq) in 20L of anhydrous THF, stir at room temperature for 2 hours, then cool the reaction solution to -78°C, then add methyllithium tetrahydrofuran solution dropwise (methyllithium The concentration is 1mol / L, dripping 12L), wherein the addition of methyllithium is (12mol, 4.0eq); Continue to react for 2.5 hours after dropping, add dropwise cyclopropyl nitrile (200g, 30mol, 1.0eq) of THF solution 600ml, after the dropwise addition, continue to react for 4h, then the reaction solution naturally rose to room temperature and reacted overnight, then added ammonia water 1000ml to the reaction solution to quench the reaction, stirred for 2 hours, filtered the reaction solution, filtered The cake was washed with DCM and the filtrate was concentrated to give crude product 195g.

[0039] Crude product 195g is dissolved in the ethyl acetate of 100ml, feeds hydrochloric acid gas to it then to the solid that separates out no longer inc...

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 synthesis method of a (1-cyclopropyl-1-methyl)ethylamine hydrochloride. The method comprises the following steps of, in an anhydrous tetrahydrofuran solution, making cyclopropyl nitrile react with lithium methide and cerous chloride to generate (1-cyclopropyl-1-methyl)ethylamine; dissolving an obtained (1-cyclopropyl-1-methyl)ethylamine coarse product in ethyl acetate, then introducing a hydrochloric-acid gas into an obtained first mixture, and making an obtained second mixture react to obtain the (1-cyclopropyl-1-methyl)ethylamine hydrochloride. By using the synthesis method, the adoption of sodium azide and ethyl titanate for participating in a reaction in the prior art is avoided; the (1-cyclopropyl-1-methyl)ethylamine hydrochloride is made by adopting a one-step reaction; the yield is improved; the purification difficulty is lower; the synthesis method is easy for expanded production.

Description

technical field [0001] The invention relates to the technical field of synthesis of organic chemical intermediates, in particular to a synthesis method of (1-cyclopropyl-1-methyl)ethylamine hydrochloride. Background technique [0002] Low-carbon aliphatic amines have broad development space in the production of pesticides and pharmaceuticals, and have become a characteristic industry with great development potential. (1-Cyclopropyl-1-methyl)ethylamine is one of the low-carbon aliphatic amines. It is an important intermediate of various high-efficiency fungicides and antibacterial new drugs. It is widely used in the synthesis of fine chemical products, development ( 1-cyclopropyl-1-methyl)ethylamine has great social and economic benefits. About the synthesis of (1-cyclopropyl-1-methyl) ethylamine, existing route generally has following several kinds at present: [0003] [0004] In this method, sodium azide is used, which can explode strongly when exposed to high heat or...

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 Patents(China)
IPC IPC(8): C07C209/66C07C209/00C07C211/17
CPCC07C209/00C07C209/66C07C211/17
Inventor 张锐豪巫循伟黄良富李成铎李新玲诸葛志顺金灿
Owner 上海毕得医药科技股份有限公司
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