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
Abstract: Novel acetylenic compounds useful as starting materials for the preparation of .beta.-damascenone. Process for their preparation and use thereof.
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
Abstract: Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botryodiplodia, Botryosphaeria, or Lasiodiplodia.
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.
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
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
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
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
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.
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
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
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.
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