57738-06-4Relevant articles and documents
PROCESS OF PRODUCTION OF 1-(5,5-DIMETHYLCYCLOHEX-1-EN-1-YL)ETHANONE AND 1-(5,5-DIMETHYLCYCLOHEX-6-EN-1-YL)ETHANONE
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Page/Page column 15, (2015/12/08)
The present invention relates to an improved method for producing of 1-(5,5- dimethylcyclohex-1-en-1-yl)ethanone and 1-(5,5-dimethylcyclohex-6-en-1- yl)ethanone.
Synthesis and Odor of Aliphatic Musks: Discovery of a New Class of Odorants
Kraft, Philip,Eichenberger, Walter
, p. 354 - 365 (2007/10/03)
To find new aliphatic musks, we synthesized the propionates of 2-[1′-(3″,3″-dimethylcyclohex-1″-enyl)ethoxy] -2-methylpropanol (8), of 2-[1′-(5″,5″-dimethylcyclohex -1′-enyl)-ethoxy]-2-methylpropanol (11), of hydroxyacetic acid 1-(3′,3′-dimethylcyclohex-1′-enyl)ethyl ester (12), and of hydroxyacetic acid 1-(5′,5′-dimethylcyclohex-1′-enyl)ethyl ester (13) starting from 1-(3′,3′-dimethylcyclohex-1′ -enyl)-ethanone (5) and 1-ethynyl-3,3-dimethylcyclohexanol (9). We found that the 3,3-dimethylcyclohexenyl derivatives 8 (odor threshold 0.2 ng/air) and 12 (odor threshold 0.6 ng/air) are superior musk odorants, and, thus, we constructed 1,2,4-trimethylpent-2-enyloxy analogues as seco versions. The synthesis of the esters 17-26 commenced with a Wittig-Horner-Emmons reaction of isobutyric aldehyde (14), followed by saponification, alkylation with methyllithium, LAH reduction, etherification with isobutylene oxide, and Steglich esterification. (2″E)-2′-Methyl-2′-(1″,2″ ,4″-trimethylpent-2″-enyloxy)propyl cyclopropanecarboxylate [(2″E)-19], which has a powerful and sweet musk odor and slightly fruity nuances, was found to be a typical representative of this new class of musk odorants, was subjected to co conformational analysis. In addition, we report the synthesis and olfactory properties of the related ketones 28-30, the 2-methyl-2-(1′,4′,4′-trimethylpent-2′-enyloxy)propyl esters 31-33, and the 2-(1′,4′-dimethylpent-2′-enyloxy)-2- methylpropyl esters 35 and 36. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
ESTERS AND THEIR USE IN PERFUMERY
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Page 8-9, (2008/06/13)
This invention relates to unsaturated alicyclic carbonyl compounds of formula (I) [insert formula (I) here]wherein R is C1 to C4 alkyl; orR is vinyl or a linear, branched or cyclic C3 to C4 alkenyl;X is carbonyl or a divalent radical -(CMe2)- ; and Y is oxygen or a divalent radical -(CH2)- .
Palladium-catalysed Cyclisation of a 1-Acetoxyoct-2-yn-7-ene and of One of its Homologues
Castro, Jaume,Balme, Genevieve,Gore, Jacques
, p. 504 - 505 (2007/10/03)
Two competitive modes of cyclisation of the title compound have been observed, depending on the catalytic system and on the solvent.
Friedel-Crafts Reactions of Some Vinyisilanes
Fleming, Ian,Pearce, Andrew
, p. 2485 - 2489 (2007/10/02)
Substituted cyclohexenylsilanes (2), (5), (9), and (13) undergo Friedel-Crafts reactions to give substitution products, site-selectively at the carbon atom carrying the trimethylsilyl group. β-Trimethylsilylstyrene (17) similary gives more substitution in Friedel-Crafts reactions with benzoyl chloride and with phenylacetyl chloride than styrene itself.The syntheses of the silanes are reported, and some limitations of the idea identified.