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Konstitutionsbeweis eines Tropan‐Vierringäthers. Darstellung von zwei neuen epimeren Ecgoninolen. 7. Mitteilung über Stereochemie der Tropanalkaloide
Author(s) -
Kováes Ö,
Weisz I.,
Zoller P.,
Fodor G.
Publication year - 1956
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.19560390113
Subject(s) - chemistry , hydroxymethyl , intramolecular force , alkaline hydrolysis , ether , cleavage (geology) , stereochemistry , alcohol , hydrolysis , medicinal chemistry , sodium , organic chemistry , geotechnical engineering , fracture (geology) , engineering
The structure of a 4‐membered cyclic ether formed by intramolecular rearrangement of 2 β‐chloromethyl‐3 β‐tropanol is established both by chemical reactions and by spectroscopic analysis in the infrared. Cleavage by alkaline hydrolysis leads to 2β‐hydroxy‐methyl‐3α‐tropanol which on treatment with sodium amyloxide in amyl alcohol forms 2α‐hydroxymethyl‐3α‐tropanol.