Tetralinic nitriles, their use as perfuming ingredients and alde

Details Tetralinic nitriles, their use as perfuming ingredients and alde Tetralinic nitriles, their use as perfuming ingredients and alde

1994-12-29

1996-05-28

Reamer, James H.

Perfume compositions

Perfume compositions

Cyano containing active ingredient

558411, 512 17, 568440, 25217411, 252 86, 424 764, A61K 746

Patent

active

055211518

ABSTRACT:
We disclose a novel nitrile, i.e. 5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbonitrile, a perfuming ingredient having a musky, earthy odor, and which is remarkably stable in particularly aggressive media such as for instance antiperspirant bases. This compound may present itself as a racemate or in the form of one of its optically active isomers.
Said isomers can be obtained from aldehydes, namely (-)-(6S,7S) and (+)-(6R,7R)-5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphtalenecarba ldehyde, which aldehydes are not only useful as starting products for the preparation of the corresponding nitriles, but also as perfuming ingredients.

REFERENCES:
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patent: 5204322 (1993-04-01), Frank
patent: 5300488 (1994-04-01), Narula et al.
patent: 5324875 (1994-06-01), Fehr et al.
patent: 5346884 (1994-09-01), Narula et al.
J. Chem. Soc., 1965, Notes: 297. "A convenient One-step Conversion of Aldehydes Into Nitriles", by T van Es.
J. March, Advanced Organic Chemistry: Reactions, Mechanisms and Structure, 3rd Edition, section 7-40, John Wiley & Sons, USA 1985.
Perfumer & Flavorist, vol. 4, Dec./Jan. 1980, "Nitriles in perfumery" by Dr. Robert DeSimone.

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