Norbornyl pyridine derivatives

Details Norbornyl pyridine derivatives Norbornyl pyridine derivatives

1985-06-07

1987-06-30

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

252522R, 252522A, 424 49, C07D21306, C07D21324

Patent

active

046772073

ABSTRACT:
Described are norbornyl pyridine derivatives defined according to the generic structure: ##STR1## wherein R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '" and R.sub.5 "" each represents hydrogen or methyl with the proviso that at least four of R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '" and R.sub.5 "" represent hydrogen; wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein the pyridinyl moiety is bonded to the norbornyl moiety at the 2' position of the norbornyl moiety and at either the 2 or the 4 position of the pyridinyl moiety as well as organoleptic uses thereof in augmenting or enhancing the aroma or taste of feedstuffs, chewing gums, toothpastes, chewing tobaccos, medicinal products, perfume compositions, colognes and perfumed articles including, but not limited to solid or liquid anionic, cationic, zwitterionic and nonionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations, and perfumed polymers. Also described are processes for preparing such compounds comprising reacting vinyl pyridines defined according to the structure: ##STR2## wherein one of R.sub.1 or R.sub.2 is hydrogen and the other of R.sub.1 or R.sub.2 is vinyl with a bicyclopentadiene derivative defined according to the structure: ##STR3## wherein R.sub.3, R.sub.3 ', R.sub.3 ", R.sub.3 '" and R.sub.3 "" each represents hydrogen or methyl with the proviso that at least four of R.sub.3, R.sub.3 ', R.sub.3 ", R.sub.3 '" and R.sub.3 "" represent hydrogen and wherein R.sub.4, R.sub.4 ', R.sub.4 ", R.sub.4 '" and R.sub.4 "" each represents hydrogen or methyl with at least four of R.sub.4, R.sub.4 ', R.sub.4 ", R.sub.4 '" and R.sub.41 " representing hydrogen and then as desired hydrogenating the resulting product.

REFERENCES:
patent: 3716543 (1973-02-01), Hall
Bristol et al., The Journal of Organic Chemistry, vol. 44, No. 11, pp. 1889-1891 (1979).
Petron et al., Chemical Abstracts, vol. 50, No. 3, pp. 2577-g to 2578a, Feb. 10, 1956.
Chemical Abstracts, Fifth Decennial Index, Subjects B-Bz, pp. 1900s-1901s (1957).

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