Separation of pyridine derivatives from synthetic mixtures by pH-zone-refining counter-current chromatography

J Sep Sci. 2007 Aug;30(12):1899-904. doi: 10.1002/jssc.200700062.

Abstract

Three novel pyridine derivatives were successfully separated from their partially purified synthetic mixtures by pH-zone-refining counter-current chromatography using a multilayer coil planet centrifuge designed in our laboratory. After equilibration of a two-phase solvent system consisting of methyl tert-butyl ether-tetrahydrofuran-water at an optimized volume ratio of 4:6:7, triethylamine (10 mM) was added to the organic phase as a retainer and hydrochloric acid (10 mM) to the aqueous phase as an eluter. Separation runs of 1.20, 1.16, and 1.15 g of three samples yielded three pyridine derivatives in weights of 306, 255, and 314 mg at a high purity of over 98.5, 99.0, and 98.2% (determined by HPLC), respectively. The structures were identified by electron impact mass spectrometry and (1)H NMR.

MeSH terms

  • Chemistry Techniques, Analytical / methods
  • Chemistry, Organic / methods
  • Chromatography / methods*
  • Chromatography, Gel
  • Chromatography, High Pressure Liquid / methods
  • Electrons
  • Ethylamines / chemistry
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods
  • Models, Chemical
  • Pyridines / analysis*
  • Pyridines / chemistry
  • Pyridines / isolation & purification
  • Solvents / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Time Factors

Substances

  • Ethylamines
  • Pyridines
  • Solvents
  • triethylamine