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filingDate 1992-04-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ef17ee72f52833d84ce7e63ca53c8189
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publicationDate 1992-10-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber WO-9218451-A1
titleOfInvention 8-exo-formyl-2,6-exo-tricyclo[5.2.1.02,6]decane, method for preparing it and use of same
abstract It was found that 8-exo-formyl-2,6-exo-tricyclo[5.2.1.02,6]decane having the constitution and stereochemistry of formula (I) possesses particularly useful olfactory properties which are clearly superior to those of the 8-endo-epimer and which already have an effect if compound (I) is enriched with mixtures of 8-exo- and 8-endo-epimers. Compound (I) can therefore be advantageously used, in pure or enriched form, as a scent or as a component of perfume compositions. To prepare an enriched epimer mixture, a mixture obtained in a known manner (US patent specification 3 270 061) and having an exo/endo ratio of 1.45:1 is brought into equilibrium by base catalysis, preferably by the action of alkali hydroxides in alcoholic solution, to give an exo/endo ratio of 5.25:1. Alternatively, the enriched epimer mixture can be prepared starting from 8-formyl-2,6-exo-tricyclo[5.2.1.02,6]decene-3(4), catalytically hydrogenated for example with palladium coal and then optionally brought into equilibrium. Or 2,6-exo-tricyclo[5.2.1.02,6]decene-8 can be hydroformylated and also optionally brought into equilibrium. The pure compound (I) is prepared by reducing preferably a mixture of 8-exo- and 8-endo-epimers obtained in the manner known per se to a mixture of the corresponding alcohols, from which the 8-exo-configured methylol is isolated by chromatography or distillation and oxidized to obtain the aldehyde (compound I) again.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2589649-A1
priorityDate 1991-04-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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