Enantioselective liquid-liquid extraction of zopiclone with mandelic acid ester derivatives

Chirality. 2013 Dec;25(12):952-6. doi: 10.1002/chir.22239. Epub 2013 Sep 30.

Abstract

Enantioselective liquid-liquid extraction of zopiclone was conducted by employing a series of (R)-mandelic acid esters as chiral extractants. The effects of concentration of extractant, concentration of zopiclone, type of organic solvent, pH value, and temperature on the extraction efficiency were investigated. (R)-o-chloromandelic acid propyl ester was demonstrated to be an efficient chiral extractant for zopiclone resolution with a maximum enantioselectivity of 1.6.

Keywords: chiral recognition; enantiomer; enantioselective extraction; mandelic acid ester; zopiclone.

MeSH terms

  • Azabicyclo Compounds / chemistry*
  • Esters / chemistry*
  • Hydrogen-Ion Concentration
  • Liquid-Liquid Extraction*
  • Mandelic Acids / chemistry*
  • Molecular Structure
  • Piperazines / chemistry*
  • Stereoisomerism
  • Temperature

Substances

  • Azabicyclo Compounds
  • Esters
  • Mandelic Acids
  • Piperazines
  • zopiclone
  • mandelic acid