Optical resolution of 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline by supercritical fluid extraction

Chirality. 2001;13(9):568-70. doi: 10.1002/chir.1178.

Abstract

6-Fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (FTHQ) enantiomers were separated by supercritical fluid extraction using carbon dioxide. Diastereoisomeric salts were formed from the racemic base with less than one equivalent of O,O'-di-(4-toluoyl)-(2R,3R)-tartaric acid (DPTTA). Further purification was achieved by partial salt formation of the enantiomeric mixture with an achiral acid (HCl) followed by the supercritical fluid extraction of the free enantiomers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / isolation & purification*
  • Carbon Dioxide / chemistry
  • Indicators and Reagents
  • Quinolines / isolation & purification*
  • Stereoisomerism
  • Temperature

Substances

  • 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline
  • Anti-Infective Agents
  • Indicators and Reagents
  • Quinolines
  • Carbon Dioxide