Solvent-free optical resolution of N-methylamphetamine by distillation after partial diastereoisomeric salt formation

Dávid Kozma, E. Fogassy

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Solvent-free optical resolution of N-methylamphetamine was developed by distillation after partial diastereoisomeric salt formation. From the 18 chiral acids tested by this method, five provide by this method resolution: O,O′-dibenzoyltartaric acid, O,O′-di-p-toluoyltartaric acid, 6-methoxy-α-methyl-2-naphthaleneacetic acid (Naproxen), the cis-permetrinic acid, and the 2-phenoxypropionic acid. Among them the O,O′-dibenzoyltartaric acid in water-free form provided the more effective resolution. The efficiency of this resolution S = 0.74 is in the range of the industrial-scale resolutions and not worse than the efficiency achieved by optical resolution via fractional crystallization.

Original languageEnglish
Pages (from-to)428-430
Number of pages3
JournalChirality
Volume13
Issue number8
DOIs
Publication statusPublished - 2001

Fingerprint

NSC 153174
Distillation
Methamphetamine
Salts
Naproxen
Acids
Crystallization
Water
2,3-bis(benzoyloxy)tartaric acid
di-p-toluoyltartaric acid
2-phenoxypropionic acid
2-naphthylacetic acid

Keywords

  • 2-Phenoxypropionic acid
  • 6-Methoxy-α-methyl-2-naphthaleneacetic acid
  • Cis-permetrinic acid
  • Diastereoisomeric salts
  • Distillation
  • O,O′-di-p-toluoyltartaric acid
  • O,O′-dibenzoyltartaric acid
  • Optical resolution
  • Solvent-free process

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Solvent-free optical resolution of N-methylamphetamine by distillation after partial diastereoisomeric salt formation. / Kozma, Dávid; Fogassy, E.

In: Chirality, Vol. 13, No. 8, 2001, p. 428-430.

Research output: Contribution to journalArticle

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