Role of the solvent in optical resolution of trans-chrysanthemic acid via diastereomeric salt formation with (1R,2R)-1-(4-nitro-phenyl)-2-dimethylaminopropane-1,3-diol

Éva Kozsda-kovács, György Miklós Keserü, Zsolt Böcskei, Ildikó Szilágyi, Kálmán Simon, Béla Bertók, Elemér Fogassy

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Abstract

Optical resolution of trans-chrysanthemic acid via diastereomeric salt formation with (1R,2R)-1-(4-nitrophenyl)-2-dimethylaminopropane-1,3-diol (DMAD) has been studied in different solvents. Ether type solvents containing MeOH were found to be preferred. The role of MeOH was interpreted on the basis of powder and single crystal X-ray diffraction and DSC/TG measurements. We found that MeOH was incorporated into the crystals of the less soluble diastereomer salt of the 1 R acid with DMAD in a non-stochiometric amount and postulated to promote nucleation and crystal growth.

Original languageEnglish
Pages (from-to)149-153
Number of pages5
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number1
Publication statusPublished - Dec 1 2001

ASJC Scopus subject areas

  • Chemistry(all)

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