Tropane

• 8-methyl -8 -azabicyclo [3.2.1 ] octane

0.9307 g · cm -3

162-164 ° C

Template: Infobox chemical / molecular formula search available

Tropane is a bicyclic organic compound. The basic structure of the compound is contained in substances including the Tropanolen or tropane alkaloids that are considered drugs and toxins of importance. The name is derived from atropine, in its molecule, it is included as a structural element.

Representation and extraction

A synthesis described by Robinson and scoop as early as 1935 starts with a Mannich reaction of succinic and methyl amine with Acetondicarbonsäuredimethylester. The Tropangrundstruktur is already formed. The removal of the carboxylic acid ester substitution is effected by an acidic ester hydrolysis followed by thermal decarboxylation. The target compound is obtained from the resultant by reduction of tropinone using hydrazine or hydrogenation over platinum ( IV) oxide ..

Backbone

The backbone of the tropane is a heterocyclic ring system, wherein the C-1 and the C-5 atom of the piperidine ring are linked by an ethylene group. The ring system can be interpreted as a pyrrolidine ring, in which the carbon atoms 1 and 4 are joined together by a propylene group. Furthermore, at the tropane nitrogen ( position 8 ) is a methyl group. If there is no methyl group, one speaks of the nortropane.