Acyclic enol ethers, isomers thereof, organoleptic uses thereof and processes for preparing same
1 410 9 2 14 34 4 10 1222 Described are synthetically produced substantially pure enol ether compositions which are cis and/or trans isomers of enol ethers having the structures: wherein Ris C-Cstraight chain alkyl or C8-alkenyl; and wherein Ris C-Calkyl, C-C2-alkenyl, C3-alkenyl or Cnon-allenic alk...
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Format | Patent |
Language | English |
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13.02.2007
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Abstract | 1 410 9 2 14 34 4 10 1222 Described are synthetically produced substantially pure enol ether compositions which are cis and/or trans isomers of enol ethers having the structures: wherein Ris C-Cstraight chain alkyl or C8-alkenyl; and wherein Ris C-Calkyl, C-C2-alkenyl, C3-alkenyl or Cnon-allenic alkadienyl and uses thereof in imparting, augmenting or enhancing the aroma and/or taste of a consumable material such as a perfume composition, a cologne, a perfumed article such as a soap, cosmetic, hair preparation or detergent, a foodstuff, a chewing gum or an alcoholic or non-alcoholic beverage such as a carbonated beverage or fruit liquer. Also described is a process for synthesis of such enol ethers by means of (i) first forming an acetal having the structure: R-CH-CH(OR) (ii) then carrying out a thermal decomposition reaction at pH<7 and then (iii) fractionally distilling the resulting reaction product to provide the enol ether. |
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AbstractList | 1 410 9 2 14 34 4 10 1222 Described are synthetically produced substantially pure enol ether compositions which are cis and/or trans isomers of enol ethers having the structures: wherein Ris C-Cstraight chain alkyl or C8-alkenyl; and wherein Ris C-Calkyl, C-C2-alkenyl, C3-alkenyl or Cnon-allenic alkadienyl and uses thereof in imparting, augmenting or enhancing the aroma and/or taste of a consumable material such as a perfume composition, a cologne, a perfumed article such as a soap, cosmetic, hair preparation or detergent, a foodstuff, a chewing gum or an alcoholic or non-alcoholic beverage such as a carbonated beverage or fruit liquer. Also described is a process for synthesis of such enol ethers by means of (i) first forming an acetal having the structure: R-CH-CH(OR) (ii) then carrying out a thermal decomposition reaction at pH<7 and then (iii) fractionally distilling the resulting reaction product to provide the enol ether. |
Author | Merritt, Patrick M Arruda, Edward Mark Mookherjee, Braja Dulal Narula, Anubhav P. S Patel, Subha M |
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References | Hoelderich et al. (4891451) 19900100 Tu, et al, Flavour Fragr. J., 2002; 17:169-74. Erickson et al. (3061649) 19621000 Ferenc et al. (6207274) 20010300 Teles et al. (6211416) 20010400 Schrōder et al. (5767325) 19980600 Killian, et al, J.Am.Chem.Soc., 57, 544 (1935). Mao et al. (6239087) 20010500 Arctander, "Perfume and Flavor Chemicals (Aroma Chemicals") , 1969, vol. I, Monographs 833, "n-Decanal", 1105 "Dodecanal" and vol. II, Monographs 2397, "n-Octanal", 3028, "Undecanal" and 3035, 10-Undecen-1-al. Peterson, et al, J.Essent.Oil Res., 14, 233-236 (May/Jun. 2002). Antonelli and Carnacini, J.Essent.Oil.Res., 13, 247-249 (Jul./Aug. 2001). Warren et al. (6213409) 20010400 Pittet et al. (6245376) 20010600 Prince (4058490) 19771100 Rossy et al. (6251463) 20010600 |
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Title | Acyclic enol ethers, isomers thereof, organoleptic uses thereof and processes for preparing same |
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