Cyclisation process

Details Cyclisation process Cyclisation process

2006-02-16

2009-08-04

Witherspoon, Sikarl A (Department: 1621)

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

Organic compounds

Oxygen containing

C568S374000, C512S024000, C512S027000

Reexamination Certificate

active

07569732

ABSTRACT:
A process of preparation of cis-2-acetyl-1,2,3,4,5,6,7,8-octahydro-1,2,8,8-tetramethylnaphthalene (“β-Georgywood”) from cis-1-[1,2-dimethyl-4(4-methyl-pent-3-enyl)-cyclohex-3-enyl]-ethanone (“Ψ-Georgywood”), comprising the reaction of Ψ-Georgywood with more than one molar equivalent of a Lewis acid. The method allows the preparation of isomeric mixtures that contain a much higher proportion of the olfactorily-desirable β-Georgywood than was previously possible.

REFERENCES:
patent: 5707961 (1998-01-01), Bajgrowicz et al.
patent: 2005016938 (2005-02-01), None
Bella M., et al.“Chemistry of Odorants: stereoselective synthesis of octahydronaphthalene-based perfumery Georgywood{+,−)-1-[{1R<*>,2S<*>)-1,2,3,4,5,6,7,8-tetramethyln aphthale-2-y1] ethan-1one” Tetrahedron, Elsevier Science Publishers, Amsterdam, NL, vol. 60, No. 22, May 24, 2004, pp. 4821-4827, XP004508029 ISSN: 0040-4020.

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