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New synthesis of (+)‐( S )‐halothane
Author(s) -
Rozov Leonid A.,
Ramig Keith
Publication year - 1996
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/(sici)1520-636x(1996)8:1<3::aid-chir2>3.0.co;2-m
Subject(s) - chemistry , stereospecificity , decarboxylation , halothane , salt (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , catalysis
A new synthesis of non‐racemic halothane (1‐bromo‐1‐chloro‐2,2,2‐trifluoroethane) is reported. The stereospecificity of the key reaction, decarboxylation of a salt of optically enriched 1‐bromo‐1‐chloro‐2,2,2‐trifluoropropionic acid to give halothane, is shown to be highly dependent on the nature of the cation. When the cation is trialkylammonium, a high level of stereospecificity is observed. © 1996 Wiley‐Liss, Inc.