Oxygen Single Bonded Directly To The Ring System Patents (Class 512/19)
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Patent number: 11725161Abstract: The present invention has an object of providing a carboxylate compound that is useful as a raw material for fragrance compositions and has a fruity aroma, a method for producing the same, and a fragrance composition containing the carboxylate compound. The carboxylate compound of the present invention is represented by Formula (1). where, R is an alkyl group having from 2 to 6 carbons.Type: GrantFiled: November 7, 2019Date of Patent: August 15, 2023Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.Inventors: Yutaka Matsuura, Tatsuya Utamura, Tomohiko Hakamata
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Patent number: 10584080Abstract: Disclosed is a cyclopropanation process comprising the step of reacting an alkene compound having at least one carbon-carbon double bond with at least one dihaloalkane. The reaction is carried out in the presence of (i) particulate metal Zn, (ii) catalytically effective amount of particulate metal Cu or a salt thereof, (iii) at least one haloalkylsilane, and (iv) at least one solvent.Type: GrantFiled: February 1, 2019Date of Patent: March 10, 2020Assignee: International Flavors & Fragrances Inc.Inventors: Mohamad Gara, Yigal Becker
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Patent number: 10227269Abstract: Disclosed is a cyclopropanation process comprising the step of reacting an alkene compound having at least one carbon-carbon double bond with at least one dihaloalkane. The reaction is carried out in the presence of (i) particulate metal Zn, (ii) catalytically effective amount of particulate metal Cu or a salt thereof, (iii) at least one haloalkylsilane, and (iv) at least one solvent.Type: GrantFiled: August 4, 2016Date of Patent: March 12, 2019Assignee: International Flavors & Fragances Inc.Inventors: Mohamad Gara, Yigal Becker
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Publication number: 20150080265Abstract: Compositions which are fragrant and contain at least a member set culled from a library of compositions, each being comprised of sub-combinations of selected terpenes. Fragrances that mimic that of various states of organic and synthetic aromatics including products, processes and those from non-combusted plant products, among other things, uniquitous products, processes, medicinals, and related moieties leverage databases of all known terpene groupings are offered for consideration, and have been provided, according to the instant teachings.Type: ApplicationFiled: August 25, 2014Publication date: March 19, 2015Inventors: Sytze Elzinga, Jeffrey C. Raber
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Patent number: 8883468Abstract: (3S,5R)-3,8-dimethyl-5-(prop-1-en-2-yl)-octahydroazulen-1-ols, their use as flavor or fragrance ingredient, and a process of their production by oxidation in the presence of laccase.Type: GrantFiled: June 28, 2011Date of Patent: November 11, 2014Assignee: Givaudan S.A.Inventors: Boris Schilling, Thierry Granier, Esther Locher
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Patent number: 8846651Abstract: It is to provide a technique for preventing aggregation or caking of menthol at the time of its keeping. In addition, it is to provide a lipid composition, which can show excellent thermal stability even in the case of high temperature at the time of keeping menthol and at the time of blending in a product, does not cause mutual aggregation of powders, particles, flakes, pellets, sticks and the like of menthol, and can maintain its shape retention property. From 10 to 50% by mass of sterols are added to and mixed with from 50 to 90% by mass of menthol, and the resultant is melted with heating. Paraffins may be further added and mixed in an amount of 20% by mass or less, based on the lipid composition.Type: GrantFiled: February 27, 2008Date of Patent: September 30, 2014Assignee: Takasago International CorporationInventors: Kenya Ishida, Chiyomi Birou, Tetsuya Yamamoto
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Publication number: 20130287707Abstract: As a novel compound which is excellent in odor quality and has an odor of a very clear and strong woody note, the invention provides a compound represented by the following formula (1):Type: ApplicationFiled: April 19, 2013Publication date: October 31, 2013Applicant: Takasago International CorporationInventors: Kyoko ZAIZEN, Tsuyoshi Kobayashi, Junko Nagano, Yoshihiro Yaguchi
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Publication number: 20130089904Abstract: (3S,5R)-3,8-dimethyl-5-(prop-1-en-2-yl)-octahydroazulen-1-ols, their use as flavour or fragrance ingredient, and a process of their production by oxidation in the presence of laccase.Type: ApplicationFiled: June 28, 2011Publication date: April 11, 2013Applicant: GIVAUDAN S.A.Inventors: Boris Schilling, Thierry Granier, Esther Locher
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Publication number: 20130065807Abstract: The present invention primarily relates to fragrance substance mixtures, preferably perfume oils, comprising (a) compound (A-1) and compound (A-2) and (b) one or more further musk fragrance substances, which are not isolongifolenyl methyl ethers, wherein the mass ratio of the total quantity of musk fragrance substances of constituent (b) to the total quantity of compounds (A-1) and (A-2) (constituent (a)) is preferably greater than or equal to 1:2. Furthermore, the present invention relates to perfumed products containing fragrance substance mixtures of this type according to the invention, in particular perfume oils, and a method for modifying certain olfactory properties of fragrance substances, fragrance substance mixtures, perfume oils or correspondingly perfumed products.Type: ApplicationFiled: September 7, 2012Publication date: March 14, 2013Applicant: SYMRISE AGInventors: Marcus Eh, Pierre Kurzenne, Marc vom Ende, Emilie Coppermann
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Patent number: 8309511Abstract: The present invention is directed to novel fragrance compounds and their unexpected advantageous use in enhancing, improving or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the compounds, wherein the compounds are represented by the following formula: wherein a methyl group is bonded to the 5-membered ring at position 2 or 3, or a mixture thereof.Type: GrantFiled: May 22, 2012Date of Patent: November 13, 2012Assignee: International Flavors & Fragrances Inc.Inventors: Richard A. Weiss, Anubhav P. S. Narula, James Anthony Lasome, Richard M. Boden
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Patent number: 8071529Abstract: The present invention relates to novel compounds and their use in fragrance compositions. Novel 3.2.1-bicyclo-octene and -octane compounds of the present invention are represented by formula: wherein R is selected from the group consisting of hydrogen, acetate, carbonate monomethyl ester, and allyloxy; and wherein the broken line represents a single or double bond.Type: GrantFiled: October 8, 2010Date of Patent: December 6, 2011Assignee: International Flavors & Fragrances Inc.Inventors: Adam P. Closson, Benjamin Amorelli, Nicole O'Keefe
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Patent number: 7973200Abstract: The invention relates to the use as perfuming ingredients of 8a-alkyl-perhydro-naphthalenol derivatives, to impart odor notes of the woody-earthy type.Type: GrantFiled: October 29, 2008Date of Patent: July 5, 2011Assignee: Firmenich SAInventors: Robert Moretti, Olivier Etter
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Publication number: 20110092604Abstract: The present invention relates to fragrance substance mixtures, in particular perfume oils, comprising (a) compound (A) and (b) at least one musk fragrance substance wherein the mass ratio of the total quantity of the musk fragrance substance or substances of component (b) to compound (A) is greater than or equal to 1:1. The present invention also relates to perfumed products comprising fragrance substance mixtures of this type according to the invention, in particular perfume oils, and to a process for the production of the fragrance substance mixtures and perfume oils according to the invention.Type: ApplicationFiled: October 19, 2010Publication date: April 21, 2011Applicant: SYMRISE AGInventors: Ingo Wöhrle, Marcus Eh, Marinus Cornelius Van Dijk
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Patent number: 7902142Abstract: Provided is a fragrance composition containing 8- drimanol represented by the formula (Ia): and containing none of 7-acetyl-1,2,3,4,5,6,7,8-octahydro- 1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro- 2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a- octahydro-2,4a,5,8a-tetramethyl-l-naphthylformate, 3a-ethyldodecahydro-6, 6,9a-trimethylnaphtho[2,1-b]furan, and racemic and optically-active substance of dodecahydro- 3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and personal care products, household products and environmental hygiene products containing the composition. The fragrance composition of the present invention contains 8-drimanol (Ia) so that it can produce various novel odors and emit a odor with softness and warmth typical to natural ambergris.Type: GrantFiled: July 24, 2006Date of Patent: March 8, 2011Assignee: Kao CorporationInventors: Kazuyuki Fukuda, Naotoshi Toki
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Publication number: 20100209372Abstract: The invention relates to the use as perfuming ingredients of 8a-alkyl-perhydro-naphthalenol derivatives, to impart odor notes of the woody-earthy type.Type: ApplicationFiled: October 29, 2008Publication date: August 19, 2010Inventors: Robert Moretti, Olivier Etter
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Patent number: 7763238Abstract: Deodorant compositions are disclosed comprising a cross-adapting agent, alone or in combination with other such agents, in an amount effective to reduce perception of malodor. Deodorant compositions are also disclosed comprising a cross-adapting agent, alone or in combination with other such agents, in an amount effective to reduce perception of gender-specific malodor. The methods feature reducing perceived body odor comprising administering a deodorant composition wherein the composition comprises an amount of cross-adapting agent effective to reduce perception of such odor. Other methods feature blocking perceived body odor comprising administering a deodorant composition wherein the composition comprises an amount of cross-adapting agent effective to occupy an odorant receptor site, thereby blocking interaction of the site with other odorants.Type: GrantFiled: January 15, 2003Date of Patent: July 27, 2010Assignees: Monell Chemical Senses Center, Symrise Inc.Inventors: George Preti, Charles J. Wysocki, Leslie C. Smith, Keith J. McDermott
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Patent number: 7704942Abstract: The invention relates to phenyl-cycloalkanes of formula (I) wherein the groups R1 to R6 are defined in the specification.Type: GrantFiled: June 28, 2002Date of Patent: April 27, 2010Assignee: Givaudan SAInventor: Andreas Goeke
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Publication number: 20100093682Abstract: It is to provide a technique for preventing aggregation or caking of menthol at the time of its keeping. In addition, it is to provide a lipid composition, which can show excellent thermal stability even in the case of high temperature at the time of keeping menthol and at the time of blending in a product, does not cause mutual aggregation of powders, particles, flakes, pellets, sticks and the like of menthol, and can maintain its shape retention property. From 10 to 50% by mass of sterols are added to and mixed with from 50 to 90% by mass of menthol, and the resultant is melted with heating. Paraffins may be further added and mixed in an amount of 20% by mass or less, based on the lipid composition.Type: ApplicationFiled: February 27, 2008Publication date: April 15, 2010Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Kenya Ishida, Chiyomi Birou, Tetsuya Yamamoto
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Patent number: 7592492Abstract: The present invention relates to the use as perfuming ingredients of certain derivatives of perhydro-1-naphthalenol of formula: wherein, in particular, each R represents a hydrogen atom or a methyl group, R1 and R3 represent a methyl or ethyl group, and R2 represents a hydrogen atom or a lower acyl group.Type: GrantFiled: May 3, 2007Date of Patent: September 22, 2009Assignee: Firmenich SAInventors: Robert Moretti, Olivier Etter
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Patent number: 7538081Abstract: A fragrance composition having an excellent diffusivity and long-lasting property of fragrance and a cosmetic, toiletry, bath composition, food and drink and pharmaceutical having an excellent diffusivity and long-lasting property of fragrance by using a novel fixative. A compound represented by the following general formula (1) is incorporated in a fragrance composition or the foregoing products. The amount of the compound of the general formula (1) to be incorporated in the fragrance composition is preferably from 0.01 to 90% by weight. The amount of the compound of the general formula (1) to be incorporated directly in the foregoing products is preferably from 0.0001 to 2.0 times (by weight) the weight of the aroma composition and/or composition to be incorporated therein. In this arrangement, a fragrance composition or products having an enhanced diffusivity and long-lasting property of fragrance can be obtained without causing any safety problem on human being.Type: GrantFiled: September 12, 2001Date of Patent: May 26, 2009Assignee: Takasago International CorporationInventors: Kenya Ishida, Takashi Nishida, Hiroyuki Matsuda, Hisao Iwai, Toshimitsu Hagiwara
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Publication number: 20090130043Abstract: The present invention relates to the use as perfuming ingredients of certain derivatives of perhydro-1-naphthalenol of formula: wherein, in particular, each R represents a hydrogen atom or a methyl group, R1 and R3 represent a methyl or ethyl group, and R2 represents a hydrogen atom or a lower acyl group.Type: ApplicationFiled: May 3, 2007Publication date: May 21, 2009Inventors: Robert Moretti, Olivier Etter
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Publication number: 20090123404Abstract: Provided is a fragrance composition containing 8-drimanol represented by the formula (1a): and containing none of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro-2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-1-naphthylformate, 3a-ethyldodecahydro-6,6,9a-trimethylnaphtho[2,1-b]furan, and racemic and optically-active substance of dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and personal care products, household products and environmental hygiene products containing the composition. The fragrance composition of the present invention contains 8-drimanol (1a) so that it can produce various novel odors and emit a odor with softness and warmth typical to natural ambergris.Type: ApplicationFiled: July 24, 2006Publication date: May 14, 2009Applicant: KAO CORPORATIONInventors: Kazuyuki Fukuda, Naotoshi Toki
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Publication number: 20090075859Abstract: A fragrance composition containing 0.0005 to 10% by mass of a decalin alcohol as component (a) represented by formula (1a) and 90 to 99.9995% by mass of one or more polycyclic woody-amber fragrances as component (b) selected from the group consisting of 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, 1,2,3,4,4a,5,6,7-octahydro-2,5,5-trimethyl-2-naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-2,4a,5,8a-tetramethyl-1-naphthyl formate, 3a-ethyldodecahydro-6,6,9a-trimethylnaphtho[2,1-b]furan, and racemic or optically active dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan; and a cosmetic product, a household product and an environmental/sanitary product containing the fragrance composition. The fragrance composition of the present invention is a highly versatile fragrance composition that brings about an odor of natural ambergris and can attain effects to enhance warmth and an odor quality even in a small amount.Type: ApplicationFiled: June 29, 2006Publication date: March 19, 2009Applicant: KAO CORPORATIONInventors: Naotoshi Toki, Kosaku Ishida, Kazuyuki Fukuda
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Publication number: 20080274927Abstract: The present invention relates to substituted bicyclo[3.3.1]nonanes and bicyclo[3.3.1]nonenes of formula (I) wherein R, and R1 to R5 have the same meaning as described in the specification.Type: ApplicationFiled: January 14, 2005Publication date: November 6, 2008Applicant: GIVAUDAN SAInventors: Thierry Granier, Andreas Hanhart, Jerzy A. Bajgrowicz
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Patent number: 7378383Abstract: The present invention relates to the use as perfuming ingredient of a decaline derivative of formula wherein R1 is a lower alkyl, the R2 to R5 are hydrogen atoms or lower alkyls and at least one dotted line is a double bond, which is a useful perfuming ingredient of the woody or woody-citrus type.Type: GrantFiled: May 6, 2005Date of Patent: May 27, 2008Assignee: Firmenich SAInventors: Robert Moretti, Olivier Etter
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Patent number: 7312187Abstract: Described are polyalkylbicylic chemical derivatives for use a fragrance ingredients having the generic structure: wherein m=0 or 1; wherein X is methyl or hydrogen; wherein R1, R2, R3 and R4 each represents methyl or ethyl with the proviso that when X is methyl, each of R1, R2, R3 and R4 is methyl and when X is hydrogen, one of R1, R2, R3 and R4 is ethyl; and wherein R6 represents hydrogen or methyl. Methods for using and making these compounds are also disclosed.Type: GrantFiled: September 26, 2003Date of Patent: December 25, 2007Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, Edward Mark Arruda
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Patent number: 7250528Abstract: The present invention relates to a process for making indenol esters or ethers from an ?-substituted cinnamic aldehyde derivative such as an acetal or an acylal. Said reaction is promoted by the use of strong mineral acids, sulphonic acids, acidic zeolites or Lewis acids.Type: GrantFiled: October 12, 2006Date of Patent: July 31, 2007Assignee: Firmenich SAInventors: Gary Bernard Womack, Roger Leslie Snowden, Hervé Mosimann, Anthony Alexander Birkbeck
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Patent number: 7232795Abstract: The present invention is directed to novel substituted cyclopropane ethers compounds of the general formulae selected from the group consisting of R and R1 independently represent a hydrogen or a straight, branched, or cyclic hydrocarbon moiety consisting of less then 15 carbon atoms and containing single and/or double bonds.Type: GrantFiled: November 23, 2005Date of Patent: June 19, 2007Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
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Patent number: 6734159Abstract: Cyclic isolongifolenyl ethers of the general formula A, where wavy lines mean &agr;- and &bgr;-configuration, and R is the following radicals. R=Me, Et, Pr, iso-Pr, Bu, sec-Bu, iso-Bu, tert-Bu. These isolongifolenyl ethers are excellent fragrances and can, in particular, be used as a constituent of fragrance mixtures or perfume oil for the perfuming of cosmetic or technical consumer goods. Also described are processes for the preparation of said cyclic isolongifolenyl ethers.Type: GrantFiled: March 25, 2003Date of Patent: May 11, 2004Assignee: Symrise GmbH & Co. KGInventors: Wilhelm Pickenhagen, Dietmar Schatkowski
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Patent number: 6653276Abstract: A composition comprising at least 60% by weight, based on the weight of the composition, of a cyclopentanone or cyclopentanol compound having 2,5-dicyclopentylidene substituents, 2,5-dicyclopentyl substituents or 2-cyclopentylidene-5-cyclopentyl substituents. This composition is useful as perfume emitting floral fragrance. 2,5-Dicyclopentylidenecyclopentane (compound 4) is prepared by reaction of 2-cyclopentylidenecyclopentanone with cyclopentanone. 2,5-Dicyclopentylcyclopentanone (compound 5) and 2,5-dicyclopentylidenecyclopentanol (compound 6) are prepared by reduction of compound 4. 2,5-Dicyclopentylcyclopentanol (compound 7) is prepared by reduction of compound 5 or compound 6.Type: GrantFiled: May 23, 2001Date of Patent: November 25, 2003Assignee: Zeon CorporationInventors: Masafumi Yamada, Hiroshi Fujisawa
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Patent number: 6566562Abstract: The invention relates to the preparation of the compounds isolongifolanol (IUPAC name: 2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undecan-6-ol) and isolongifolenol (IUPAC name: 2,2,7,7-tetramethyltricyclo[6.2.1.01,6]undec4-en-6-ol) and to the use thereof as fragrance or aroma substance.Type: GrantFiled: December 11, 2001Date of Patent: May 20, 2003Assignee: Haarmann & Reimer GmbHInventors: Ingo Wöhrle, Jürgen Nienhaus
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Patent number: 6362378Abstract: The present invention relates to a process for etherification of a benzyl type alcohol, to the products obtained and to their applications, in particular in the perfumery field. The etherification process of the invention consists of reacting a benzyl type alcohol with another alcohol in the presence of a catalyst, characterized in that the etherification reaction is carried out in the presence of an effective quantity of a zeolite.Type: GrantFiled: March 14, 2000Date of Patent: March 26, 2002Assignee: Rhodia ChimieInventors: Roland Jacquot, Michel Spagnol
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Patent number: 6271193Abstract: Described are carbon-containing functional groups substituted 4,5,6,7-tetrahydro-polyalkylated-4-indanes, isomers thereof, process for processes for preparing same, and uses thereof. The 4,5,6,7-tetrahydro-polyalkylated-4-indanes have the generic structure: Wherein G and R1-5 are as defined in the specification. The aforementioned materials have fragrance properties or are intermediates for materials which have fragrance properties. Also described are processes for producing the aforementioned substances.Type: GrantFiled: October 11, 2000Date of Patent: August 7, 2001Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Richard A. Weiss, Anthony T. Levorse, Jr., Howard H. Heinsohn, Jr., Charles E. J. Beck, Marie R. Hanna
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Patent number: 6214788Abstract: The use of (−)-cubebol, or (−)-(1R,4S,5R,6R,7S,10R)-7-isopropyl-4, 10-dimethyl-tricyclo[4.4.0.0(1,5)]decan-4-ol of the formula as a flavoring, and the foods and various other products flavored with cubebol.Type: GrantFiled: March 28, 2000Date of Patent: April 10, 2001Assignee: Firmenich SAInventors: Maria Inés Velazco, Laurent Wuensche, Patrice Deladoey
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Patent number: 6162954Abstract: The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta.,.gamma., a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.Type: GrantFiled: April 21, 1999Date of Patent: December 19, 2000Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater
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Patent number: 5929291Abstract: The invention relates to compounds of the general formula ##STR1## in which R.sup.1 to R.sup.7 are, independently, H, methyl or ethyl, R.sup.8 +R.sup.9 together form methylene (--CH.sub.2 --) or a single bond, or R.sup.1 +R.sup.2 together form --(CH.sub.2).sub.n --, with n being 3 or 4, or R.sup.3 +R.sup.5 or R.sup.5 +R.sup.7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position .alpha.,.beta. or .beta., .gamma. a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.Type: GrantFiled: April 9, 1997Date of Patent: July 27, 1999Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater
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Patent number: 5733866Abstract: Described are methyl substituted hexahydroindanols and alkyl ethers thereof defined according to the generic structure: ##STR1## wherein R.sub.7 represents hydrogen or C.sub.1 -C.sub.3 alkyl; wherein R.sub.1 represents methyl or ethyl; wherein R.sub.4 represents methyl or hydrogen; and wherein R.sub.2, R.sub.3, R.sub.5 and R.sub.6 each represents methyl or ethyl with the provisos that:(1) at least three of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 represent methyl; and(2) when each of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 is methyl, then R.sub.4 is methyland uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to perfumed polymers, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations.Type: GrantFiled: August 22, 1996Date of Patent: March 31, 1998Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, James Joseph Koestler, Marie R. Hanna, Honorine Hattab, Francis Charles Antoine Thibaudeau, Charles E. J. Beck
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Patent number: 5693606Abstract: The described compounds of the general formula A, in which the wavy lines mean .alpha. and .beta. configuration and R.sub.1 and R.sub.2 mean hydrogen, methyl or ethyl groups ##STR1## are new and useful as odorants or components or mixtures of odorants or perfume oils. Their production in a method known per se, involves oxidation of isolongifolene obtained from longifolene to isolongifolane, which is then equilibrated with base extraction and/or reduced to isolongifolan-3-ol and this is then reacted with a symmetric acetal of the formula R.sub.2 --OCHR.sub.1 --O--R.sub.2, in which R.sub.1 is hydrogen or methyl and R.sub.2 is methyl, ethyl or propyl.Type: GrantFiled: February 22, 1995Date of Patent: December 2, 1997Assignee: DRAGOCO Gerberding & Co. AGInventors: Ernst Joachim Brunke, Dietmar Schatkowski
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Patent number: 5665698Abstract: Described are methyl substituted tetrahydroindane alkyl enol ethers defined according to the structure: ##STR1## wherein R.sub.1 represents methyl or ethyl; wherein R.sub.4 represents methyl or hydrogen; wherein R.sub.2, R.sub.3, R.sub.5 and R.sub.6 each represents methyl or ethyl with the provisos that:(1) at least three of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 represent methyl; and(2) when each of R.sub.2, R.sub.3, R.sub.5 and R.sub.6 is methyl, then R.sub.4 is methyland uses thereof in augmenting, enhancing or imparting an aroma in or to perfume compositions, colognes and perfumed articles including but not limited to perfumed polymers, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations. Also described are processes for preparing same as well as the process intermediates defined according to the structure: ##STR2## wherein R.sub.7 and R.sub.Type: GrantFiled: September 6, 1996Date of Patent: September 9, 1997Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, James Joseph Koestler, Peter J. Hartong, Marie R. Hanna, Charles E. J. Beck
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Patent number: 5462923Abstract: Described are 1-oxo-substituted and unsubstituted isobutyl-4-ethoxy-benzenes and mixtures thereof with bicyclopentadiene derivatives, wherein the 1-oxo-substituted and unsubstituted isobutyl-4-ethoxy-benzenes are defined according to the structure: ##STR1## wherein Y.sub.1 represents one of the moieties: ##STR2## and wherein the bicyclopentadiene derivatives are defined according to the structure: ##STR3## wherein Z.sub.1 and Z.sub.2 represent hydrogen, C.sub.1 -C.sub.3 lower alkyl or C.sub.2 -C.sub.3 acyl and Z.sub.3 represents methyl or hydrogen with the proviso that Z.sub.1 and Z.sub.2 are not both hydrogen, and uses thereof in augmenting, enhancing or imparting aromas in and to perfume compositions, colognes, perfumed polymers and perfumed articles.Type: GrantFiled: September 2, 1994Date of Patent: October 31, 1995Assignee: International Flavors & Fragrances Inc.Inventors: Michael G. Monteleone, Richard A. Weiss, Mark D. Evans, Marie R. Hanna
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Patent number: 5366959Abstract: Described are mixtures of 2-(2-bornyloxy)-ethyl-1-ethanols defined according to the structure: ##STR1## which represents a mixture wherein in the mixture one of R.sub.1 or R.sub.2 is ethyl and the other of R.sub.1 or R.sub.2 is hydrogen, and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, perfumed polymers, cosmetic powders and hair preparations.Type: GrantFiled: December 10, 1993Date of Patent: November 22, 1994Assignee: International Flavors & Fragrances Inc.Inventors: Richard M. Boden, William L. Schreiber, Joseph A. McGhie, Karen A. Geiger
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Patent number: 5346885Abstract: The compounds of formula ##STR1## wherein symbol X designates a C.dbd.O (Ia) or C(CH.sub.3)--OC(O)CH.sub.3 (Ib) group and the dotted line indicates the location of a single or double bond in formula (Ia) and of a double bond in formula (Ib), are characterised by useful odor notes of the aromatic, fruity, even amber type and can as a result be advantageously used as active perfuming ingredients.Type: GrantFiled: July 20, 1993Date of Patent: September 13, 1994Assignee: Firmenich S.A.Inventors: Hubert Mimoun, Francois Delay, Philippe Schneider
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Patent number: 5321007Abstract: Described are 2,6-dimethylbicyclo[3.3.1]non-6-ene-3-methanol and substituted derivatives thereof defined according to the generic structure: ##STR1## wherein each of the dashed lines represents a carbon-oxygen covalent bond or no bond; N is 0 or 1; R.sub.1 represents hydrogen, C.sub.1 -C.sub.2 lower alkyl, lower alkenyl, lower alkylenyl, C.sub.1 -C.sub.2 acyl, alkoxycarbonyl, magnesium halo or lithium; and R.sub.2 represents methyl or hydrogen as well as uses thereof (wherein R.sub.1 is not magnesium halo or lithium) for augmenting or enhancing the aroma of consumable materials selected from the group consisting of perfume compositions, perfumed articles, colognes, deodorizing articles, deodorizing compositions and malodor maskants.Type: GrantFiled: October 27, 1993Date of Patent: June 14, 1994Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, Matthew J. McGinnis, Leroy P. John, Franc T. Schiet, Charles E. J. Beck
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Patent number: 5292720Abstract: The present invention relates to novel formate ester indane compounds having fragrant musk-like aroma.Type: GrantFiled: June 18, 1993Date of Patent: March 8, 1994Assignee: Union Camp CorporationInventor: Walter C. Frank
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Patent number: 5292719Abstract: The present invention relates to novel formate ester tetralin compounds having fragrant musk-like aroma.Type: GrantFiled: June 18, 1993Date of Patent: March 8, 1994Assignee: Union Camp CorporationInventor: Walter C. Frank
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Patent number: 5278141Abstract: The invention concerns novel, non-therapeutic fragrance compositions containing an odorant and a naturally occurring human pheromone. The invention also concerns fragrance compositions containing mixtures of naturally occurring human pheromones. The human pheromones disclosed are steroids which belong to two distinct chemical classes: 16-Androstenes and Estrenes.Type: GrantFiled: March 8, 1993Date of Patent: January 11, 1994Assignee: Erox CorporationInventor: David L. Berliner
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Patent number: 5272134Abstract: The invention concerns novel, non-therapeutic fragrance compositions and other compositions containing an odorant and a naturally occurring human pheromone. The invention also concerns fragrance compositions containing mixtures of naturally occurring human pheromones. The human pheromones disclosed are steroids which desirably belong to two distinct chemical classes: 16-Androstenes and Estrenes.Type: GrantFiled: June 24, 1992Date of Patent: December 21, 1993Assignee: Erox CorporationInventor: David L. Berliner
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Patent number: 5206217Abstract: The present invention relates to novel indane compounds, such as, for example, 5-formyl-1,1,2,3,3,4,6-heptamethylindane, a compound of the formula ##STR1## and to compositions including the same, as well as to methods for their preparation. Compounds and compositions of the invention possess a fragrant musk-like aroma and have utility in the perfumery and/or other industries.Type: GrantFiled: December 20, 1991Date of Patent: April 27, 1993Assignee: Union Camp CorporationInventor: Walter C. Frank
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Patent number: 5177057Abstract: Described is the reaction product of linalool with citric acid wherein the reaction is carried out at 100.degree. C. for a period of about two hours in aqueous media. The resulting reaction product contains alpha terpineol having the structure: ##STR1## The reaction product of our invention may be used to augment, enhance or impart aromas and tastes to consumable materials including perfume compositions, colognes, perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations and the like as well as foodstuffs and chewing gums.Type: GrantFiled: May 22, 1992Date of Patent: January 5, 1993Assignee: International Flavors & Fragrances Inc.Inventors: Michael J. Zampino, Braja D. Mookherjee
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Patent number: 5041422Abstract: Described are hydroxy adamantane compounds and derivatives thereof and a process for preparing same.Type: GrantFiled: December 28, 1990Date of Patent: August 20, 1991Assignee: Flavors & Fragrances Inc. InternationalInventors: Anubhav Narula, Carlos Benaim