2,6,6-trialkylcyclohexenyl (e.g., Vitamin A Derivatives, Etc.) Patents (Class 568/378)
  • Patent number: 4331814
    Abstract: Sulphones useful for preparing polyenes have the formula: ##STR1## where the sulphonyl group replaces a hydrogen atom on carbon atom (a) or (b), R represents alkyl, aralkyl or aryl, optionally substituted, A and Q represent an optionally substituted hydrocarbon of 5n+1 carbon atoms (n is 1-5), methyl, optionally substituted by halogen, sulphide or sulphone, CH.sub.2 OH (or an ether or ester thereof), CHO (optionally protected), COOH (or an acid chloride, ester or nitrile thereof), with the proviso that when A represents a 2-(2,6,6-trimethylcyclohex-1-enyl) ethenyl radical, Q cannot represent --COOH or an ester thereof.
    Type: Grant
    Filed: February 1, 1973
    Date of Patent: May 25, 1982
    Assignee: Rhone Poulenc S.A.
    Inventors: Pierre Chabardes, Marc Julia, Albert Menet
  • Patent number: 4324729
    Abstract: Novel acetylenic compounds useful as starting materials for the preparation of .beta.-damascenone. Process for their preparation and use thereof.
    Type: Grant
    Filed: October 17, 1980
    Date of Patent: April 13, 1982
    Assignee: Firmenich SA
    Inventor: Peter Fankhauser
  • Patent number: 4324704
    Abstract: Described is a process for preparing hydrogenated derivatives of 2,6,6-trimethyl cyclohexene derivatives by means of treating said derivatives with hydrogen in the presence of a supported palladium catalyst such as palladium-on-calcium carbonate or palladium-on-barium sulfate in the presence of a quinoline activator. The resulting products are useful for their organoleptic properties as foodstuff flavorants and flavor enhancers, perfume composition ingredients, perfumed article ingredients and tobacco flavorants and flavor enhancers.
    Type: Grant
    Filed: February 27, 1981
    Date of Patent: April 13, 1982
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
  • Patent number: 4311860
    Abstract: Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botryodiplodia, Botryosphaeria, or Lasiodiplodia.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: January 19, 1982
    Assignee: Givaudan Corporation
    Inventor: Victor Krasnobajew
  • Patent number: 4296259
    Abstract: A new process for preparing 1-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-methyl-1,4-pentadien-3-ol, a intermediate for canthaxanthin, from hydroxy-.beta.-ionone.
    Type: Grant
    Filed: June 9, 1980
    Date of Patent: October 20, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Urs Hengartner
  • Patent number: 4292447
    Abstract: Described is a process for preparing hydrogenated derivatives of 2,6,6-trimethyl cyclohexene derivatives by means of treating said derivatives with hydrogen in the presence of a supported palladium catalyst such as palladium-on-calcium carbonate or palladium-on-barium sulfate in the presence of a quinoline activator. The resulting products are useful for their organoleptic properties as foodstuff flavorants and flavor enhancers, perfume composition ingredients, perfumed article ingredients and tobacco flavorants and flavor enhancers.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: September 29, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
  • Patent number: 4283559
    Abstract: The compound 6-hydroxy-3-(5-hydroxy-3-methyl-1,3-pentadienyl)-2,4,4-trimethyl-2-cyclohe xen-1-one useful as intermediate for producing the natural coloring agent astaxanthin as well as a method for synthesizing astaxanthin from this compound and synthesizing the compound from 2-hydroxyketo isophorone.
    Type: Grant
    Filed: May 21, 1979
    Date of Patent: August 11, 1981
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil A. Broger, Yvo Crameri, Hans G. W. Leuenberger, Erich Widmer, Reinhard Zell
  • Patent number: 4272412
    Abstract: The present invention relates to novel compounds useful as fragrance materials which have the structure ##STR1## wherein the dashed line may be either a carbon-carbon single bond or a carbon-carbon double bond; R.sub.1, R.sub.2 and R.sub.3 are each the same or different and each represents hydrogen or methyl; and X is halogen. The invention also provides methods of preparing these compounds from readily available cyclohexene derivatives and fragrance compositions which include the compounds.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: June 9, 1981
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Brian J. Willis, Philip A. Christenson, Robert Mack
  • Patent number: 4271324
    Abstract: Described are 2,6,6-trimethyl-alpha-propenyl-1,3-cyclohexadiene-1-methanol substances having the structures: ##STR1## which are useful for augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, perfumes, colognes, perfumed articles, smoking tobaccos and smoking tobacco flavors.
    Type: Grant
    Filed: February 8, 1980
    Date of Patent: June 2, 1981
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard A. Wilson, William L. Schreiber, Braja D. Mookherjee, Jacob Kiwala, Joaquin F. Vinals, Manfred H. Vock, Gilbert Stork, Frederick L. Schmitt
  • Patent number: 4234518
    Abstract: Described is a process for the production of alpha, beta unsaturated ketones by reaction of an aldehyde with a ketone in the presence of a catalyst consisting essentially of either zinc acetate or zinc acetate dihydrate. The ketones obtained are suitable and some cases as solvents and in some cases as intermediates for the production of valuable odorants, dyes, plastics and especially nature-identical substances and are also useful as odorants per se.
    Type: Grant
    Filed: June 7, 1979
    Date of Patent: November 18, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Takao Yoshida, John B. Hall
  • Patent number: 4217252
    Abstract: Described is a process for augmenting or enhancing the aroma of a perfume composition as well as perfume and cologne compositions containing a mixture consisting essentially of compounds having the structures: ##STR1## and wherein the mixture contains 30% of the compounds having the structures; ##STR2## and 60% of the compound having the structure: ##STR3##
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: August 12, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4210553
    Abstract: Described is a process for augmenting or enhancing the aroma of solid or liquid anionic, cationic or nonionic detergent compositions comprising adding to a solid or liquid anionic, cationic or nonionic detergent base, an aroma augmenting or enhancing quantity of at least one of the compounds having a structure: ##STR1## whereby sweet, floral, fruity, rose-like, minty/camphoraceous aromas with floral, hay-like, musty backgrounds and tobacco nuances are augmented, enhanced or imparted.
    Type: Grant
    Filed: May 15, 1979
    Date of Patent: July 1, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin Kasper, Manfred H. Vock, Joaquin Vinals, Jacob Kiwala, Frederick L. Schmitt
  • Patent number: 4209450
    Abstract: A process for introducing an allyl-positioned carbonyl group into a 2,6,6-trimethylcyclohexene ring which carries a polyenyl radical in the 1-position, by oxidizing the ring with a halogen(V)-oxyacid or a salt of such an acid, and the new oxo compounds obtainable by the said process, which may be used as dyes for foodstuffs or cosmetics. The oxidation is carried out in the presence of a catalyst and of an inert diluent or solvent, in an acid medium. Suitable catalysts are bromine and iodine and the oxides of elements of groups Va, VIa, VIIa and VIII of the periodic table.
    Type: Grant
    Filed: January 10, 1978
    Date of Patent: June 24, 1980
    Assignee: BASK Aktiengesellschaft
    Inventors: Hagen Jaedicke, Joachim Paust
  • Patent number: 4202994
    Abstract: Described are substituted 1-oxyalkyl-2,6,6-trimethylcyclohexene derivatives having the generic structure: ##STR1## wherein R.sub.1 is one of OH, ##STR2## OMgX or H; R.sub.2 is ##STR3## OH, OMgX, CH.sub.3, H; R.sub.3 is one of methyl, ethyl, 1-propyl or 2-propyl; X is chloro, bromo or iodo; R.sub.6 is hydrogen or no moiety; one of the wavy lines is a carbon-carbon double and the other of the wavy lines is a carbon-carbon single bond; with the first proviso that when the .DELTA..sup.2,3 bond is a carbon-carbon double bond, then R.sub.6 is hydrogen and the moieties R.sub.6 and ##STR4## are so juxtaposed as to give rise to two different groups of stereoisomers of the molecular genus: ##STR5## and with the second proviso that when R.sub.1 is one of ##STR6## OH or OMgX then R.sub.2 is hydrogen or methyl; and when R.sub.2 is one of ##STR7## OH or OMgX then R.sub.1 is hydrogen.
    Type: Grant
    Filed: January 16, 1979
    Date of Patent: May 13, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Robert W. Trenkle, Braja D. Mookherjee, Robin L. Kasper, Manfred H. Vock