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Untersuchungen in der Bicyclo‐[2,2,2]‐octan Reihe. 1. Mitteilung. Synthese von Bicyclo‐[2‐2‐2]‐octadien‐(2,5) durch cis‐Eliminierung
Author(s) -
Grob C. A.,
Kny H.,
Gagneux A.
Publication year - 1957
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19570400116
Subject(s) - bicyclic molecule , chemistry , octene , thermal decomposition , ammonium chloride , chloride , medicinal chemistry , stereochemistry , organic chemistry , catalysis , ethylene
Pure bicyclo‐[2,2,2]‐2,5‐octadiene (I), m. p. 57°, has been prepared (a) by treatment of trimethyl‐bicyclo‐5‐octenyl‐2‐ammonium chloride (IIIa) with phenyllithium, (b) by Hofmann degradation of the corresponding quaternary base IIIc and (c) by thermal decomposition of the N‐oxide of 2‐dimethylamino‐bicyclo‐5‐octene (V).