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

Preparation method for R-5-trifluoromethyl-1-aminoindane

A technology of trifluoromethyl and amino indane is applied in the field of preparation of optically pure chiral compounds, and achieves the effects of high optical purity, high resolution efficiency, and easy separation, recovery and use.

Inactive Publication Date: 2015-12-23
吴玲
View PDF2 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the existing 5-trifluoromethyl-1-aminoindan related reports, there are few reports on how to prepare optically pure R-5-trifluoromethyl-1-aminoindan

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
  • Preparation method for R-5-trifluoromethyl-1-aminoindane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0008] (1) Preparation of 5-trifluoromethyl-1-aminoindan

[0009] In a 1000ml autoclave, add 600ml methanol, 100g (0.5mol) 5-trifluoromethyl-1-indanone, and 10g catalyst Raney nickel in sequence; seal the autoclave, first replace the air in the autoclave with nitrogen three times, and then use After replacing the nitrogen in the autoclave with hydrogen for two times, 51g (3.0mol) of liquid ammonia was introduced into the autoclave. After the liquid ammonia was added, hydrogen was introduced until the pressure was 3.0MPa, stirring was started, and the temperature was raised to 60°C for reaction. When there is no more decrease, stop the reaction, filter and concentrate the reaction solution to obtain 5-trifluoromethyl-1-aminoindan.

[0010] (2) Resolution of 5-trifluoromethyl-1-aminoindane

[0011] In a 1000ml round bottom flask, add 22.8G (0.15mol) of L-mandelic acid and 400ml of methanol, stir magnetically, add 20.1G (0.1mol) of 5-trifluoromethyl-1-aminoindan at 55°C, and ref...

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 R-5-trifluoromethyl-1-aminoindane from 5-trifluoromethyl-1-indanone. The method comprises the following concrete steps: catalyzing the 5-trifluoromethyl-1-indanone and carrying out reductive amination reaction in an alcohol solvent with the 5-trifluoromethyl-1-indanone as a raw material and raney nickel as a catalyst in the presences of ammonia gas and hydrogen so as to generate 5-trifluoromethyl-1-aminoindane; under the action of a resolving agent L-mandelic acid, allowing the obtained 5-trifluoromethyl-1-aminoindane to generate resolving-agent enantiomer salt of the R-5-trifluoromethyl-1-aminoindane; and carrying out salt recrystallization and alkaline treatment so as to obtain the R-5-trifluoromethyl-1-aminoindane, wherein the resolving agent L-mandelic acid contained in reaction residual liquid can be recovered through acidization treatment. The technical method provided by the invention has the advantages of simple operation, high resolution efficiency, easily recycled and reused resolving agent and resolving solvent, less environmental pollution and applicability to industrial production.

Description

technical field [0001] The present invention relates to a preparation method of an optically pure chiral compound, in particular to a method for preparing R-5-trifluoromethyl-1-aminoindan with 5-trifluoromethyl-1-indanone as a starting material method. Background technique [0002] R-5-trifluoromethyl-1-aminoindan is a very important class of chiral pharmaceutical intermediates. Among the existing reports on 5-trifluoromethyl-1-aminoindan, there are few reports on how to prepare optically pure R-5-trifluoromethyl-1-aminoindan. How to obtain an efficient and convenient method for preparing R-5-trifluoromethyl-1-aminoindan is the problem to be solved by the present invention. Contents of the invention [0003] The purpose of this invention is to provide a kind of method that prepares R-5-trifluoromethyl-1-aminoindan by 5-trifluoromethyl-1-indanone, concrete operation is (1) in autoclave, with Alcohol is a solvent, 5-trifluoromethyl-1-indanone is a raw material, Raney nick...

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): C07C211/42C07C209/26C07C209/88
Inventor 吴玲
Owner 吴玲
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