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Optical resolution of 6‐fluoro‐2‐methyl‐1,2,3,4‐tetrahydroquinoline by supercritical fluid extraction
Author(s) -
Kmecz Ildikó,
Simándi Béla,
Bálint József,
Székely Edit,
Fogassy Elemér,
Kemény Sándor
Publication year - 2001
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.1178
Subject(s) - chemistry , enantiomer , supercritical fluid , supercritical fluid extraction , extraction (chemistry) , tartaric acid , supercritical carbon dioxide , supercritical fluid chromatography , chirality (physics) , enantiomeric excess , chromatography , salt (chemistry) , resolution (logic) , organic chemistry , nuclear chemistry , high performance liquid chromatography , enantioselective synthesis , catalysis , chiral symmetry , physics , citric acid , quantum mechanics , artificial intelligence , computer science , nambu–jona lasinio model , quark
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. Chirality 13:568–570, 2001. © 2001 Wiley‐Liss, Inc.