Acyclic Carbonyl Containing Patents (Class 512/21)
  • Patent number: 5486502
    Abstract: Described is 2-methoxy-4-formyl phenyl ester of propionic acid defined according to the structure: ##STR1## and uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles and colognes.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: January 23, 1996
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Richard A. Weiss, Marie R. Hanna
  • Patent number: 5462923
    Abstract: 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: Grant
    Filed: September 2, 1994
    Date of Patent: October 31, 1995
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Michael G. Monteleone, Richard A. Weiss, Mark D. Evans, Marie R. Hanna
  • Patent number: 5372995
    Abstract: Described is a two-step process for producing phenyl- and cyclohexyl-substituted oxybutane derivative-containing mixtures of our invention by means of first reacting methyl ethyl ketone with benzaldehyde in the presence of a sulfonic acid catalyst to produce a mixture of phenyl pentenone derivatives; and then hydrogenating the resulting mixture of phenyl pentenone derivatives in the presence of a hydrogenation catalyst, as well as the product produced thereby; and perfumery uses thereof for augmenting, enhancing or imparting aromas in or to perfume compositions, colognes and perfumed articles.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: December 13, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Richard A. Weiss, Marie R. Hanna
  • Patent number: 5358930
    Abstract: Described is 2-ethoxy-4-formyl phenyl ester of propionic acid of our invention defined according to the structure: ##STR1## and uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles and colognes.
    Type: Grant
    Filed: December 17, 1993
    Date of Patent: October 25, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Richard A. Weiss, Richard M. Boden, Olivier J. Gillotin
  • Patent number: 5155095
    Abstract: The reaction product of methyl anthranilate with 3-phenylbutanal is useful as a perfuming ingredient for the preparation of perfuming compositions and perfumed articles, to which it imparts a floral-green odor note of the yellow flower type.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: October 13, 1992
    Assignee: Firmenich S.A.
    Inventors: Pierre-Alain Blanc, Roland Aschiero
  • Patent number: 5086038
    Abstract: Aromatic aldehydes of formula ##STR1## possessing a single or a double bond in the position indicated by the dotted line and wherein symbol X represents a monovalent radical or formula ##STR2## or, when the dotted line represents a single bond, of formula ##STR3## and wherein symbol Z stands for an oxygen atom or for two R.sup.2 O radicals, each of R.sup.1 and R.sup.2 representing an alkyl radical having from 1 to 3 carbon atoms.Aromatic aldehydes (I) possess useful odorous properties and can be used as perfuming ingredients for the preparation of perfume bases and perfumed articles. They can also be used as starting materials for the preparation of useful end-products having herbicide and fungicide properties.Process for the preparation of aromatic aldehydes (I) starting from 8-methoxycuminic aldehyde.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: February 4, 1992
    Assignee: Firmenich SA
    Inventors: Ferdinand Naef, Francois Delay, Arnoldus Uijttewaal
  • Patent number: 5068452
    Abstract: Aromatic aldehydes of formula ##STR1## possessing a single or a double bond in the position indicated by the dotted line and wherein symbol X represents a monovalent radical or formula ##STR2## or, when the dotted line represents a single bond, of formula ##STR3## and wherein symbol Z stands for an oxygen atom or for two R.sup.2 O radicals, each of R.sup.1 and R.sup.2 representing an alkyl radical having from 1 to 3 carbon atoms.Aromatic aldehydes (I) posses useful odorous properties and can be used as perfuming ingredients for the preparation of perfume bases and perfumed articles. They can also be used as starting materials for the preparation of useful end-products having herbicide and fungicide properties.Process for the preparation of aromatic aldehydes (I) starting from 8-methoxycuminic aldehyde.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: November 26, 1991
    Assignee: Firmenich SA
    Inventors: Ferdinand Naef, Francois Delay, Arnoldus Uijttewaal
  • Patent number: 5066640
    Abstract: The invention relates to phenylethyl o-methylcinnamate and a process for its preparation. Phenylethyl o-methylcinnamate is prepared by, first, alkylating ethyl acetoacetate with o-methylbenzyl chloride in the presence of a phase transfer catalyst to yield 2-(o-methylbenzyl)-acetoacetate. Thereafter the 2-(o-methylbenzyl)-acetoacetate yielded in the alkylating step is halogenated to yield ethyl 2-halo-2-(o-methylbenzyl)-acetoacetate. This is followed by degarding the ethyl 2-halo-2-(o-methylbenzyl)-acetoacetate acid. Finally the o-methylcinnamic acid obtained in the degarding step is esterified with 2-phenylethanol into phenylethyl o-methylcinnamate. A fragrance composition utilizing phenylethyl o-methylcinnamate is also disclosed.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: November 19, 1991
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Erdmuthe Voss, Werner Moschinsky, Doris Hofmann-Moritz
  • Patent number: 4978653
    Abstract: 2-Cyclohexylpropanal derivatives are disclosed. The derivatives are represented by the following formula (I): ##STR1## wherein P is a hydrogen atom and Q represents a group --CH.dbd.N--OH or a group --CH(OR).sub.2, wherein each R represents a lower alkyl group or two R's together form a lower alkylene group which may have a lower alkyl substituent, or P and Q together form a group ##STR2## wherein R' is a lower alkyl group. The compounds possess floral, fruity, or green odors and are useful for preparing perfume compositions.
    Type: Grant
    Filed: August 29, 1989
    Date of Patent: December 18, 1990
    Assignee: Kao Corporation
    Inventors: Junji Koshino, Yoshiaki Fujikura, Manabu Fujita, Nao Toi
  • Patent number: 4910346
    Abstract: The novel odorants, 3-(3-propan-2-ylphenyl)butanal and 3-(3-propen-2-ylphenyl)butanal, are disclosed.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: March 20, 1990
    Assignee: Givaudan Corporation
    Inventor: Alan J. Chalk
  • Patent number: 4877904
    Abstract: Novel odorant and/or flavoring substances are described. These are the compounds of the formula ##STR1## wherein: R.sup.1 represents methyl or ethyl,R.sup.2 represents hydrogen or methyl,the dotted line represents an optional carbon-carbon bond,n is 0 or 1, and,when n is O, R.sup.3 is hydrogen and R.sup.4 represents acetyl or propronyl, and,when n is 1, R.sup.3 represents methyl or ethyl and R.sup.4 represents hydrogen or methyl,with the exception of 1,4,4,7a-tetramethyl-3a,4,5,7a-tetrahydro-7(6H)-ind-1-enone.The compounds of formula I possess organoleptic properties which make them particularly suitable for use as odorant and/or flavoring substances.
    Type: Grant
    Filed: September 9, 1987
    Date of Patent: October 31, 1989
    Assignee: Givaudan Corporation
    Inventor: Peter Naegeli
  • Patent number: 4824828
    Abstract: Described are schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R.sub.3 represents methyl or ethyl and aldehydes of the generic structure: ##STR2## wherein R represents unsaturated hydrocarbyl and alkoxy hydrocarbyl moieties or mixtures of aldehydes having the structures: ##STR3## wherein R.sub.1 and R.sub.2 are different alkoxy hydrocarbyl moieties and hydrocarbyl moieties including the aldehydes:(a) bergamal having the structure: ##STR4## (b) floralozone having the structure: ##STR5## (c) pino acetaldehyde having the structure: ##STR6## (d) pino isobutyraldehyde having the structure: ##STR7## (e) melonal having the structure: ##STR8## and (f) canthoxal having the structure: ##STR9## and organoleptic uses thereof in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums and beverages.
    Type: Grant
    Filed: June 3, 1988
    Date of Patent: April 25, 1989
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Keith P. Sands, Myrna L. Hagedorn
  • Patent number: 4806363
    Abstract: Described are the schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R" represents ethyl or methyl with ketones and aldehydes defined according to the structure: ##STR2## wherein R' represents methyl or hydrogen and R represents one of the moieties: ##STR3## including compounds defined according to the generic structure: ##STR4## wherein R, R' and R" are defined, supra. Also described are uses of such schiff base reaction products in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, perfumed articles (including perfumed polymers, detergents and fabric softeners), colognes, foodstuffs, chewing gums, toothpastes, medicinal products and chewing tobaccos. The schiff base reaction products of our invention also have unexpected, unobvious and advantageous utilities for their deodorancy properties in addition to having valuable properties as fragrance materials and as flavor materials.
    Type: Grant
    Filed: March 22, 1988
    Date of Patent: February 21, 1989
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Keith P. Sands
  • Patent number: 4772583
    Abstract: Described is the novel compound genus the beta-alkylidene phenethyl alcohol esters and ethers of our invention defined according to the generic structure: ##STR1## wherein R.sub.5 represents hydrogen or methyl; wherein R.sub.6 represents one of the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents the same or different hydrogen or methyl; wherein R.sub.7 represents methyl or ethyl; and wherein R.sub.8 represents hydrogen or methyl; useful in augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener articles, fabric softener compositions, cosmetic powders and hair preparations.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: September 20, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert P. Belko, Richard M. Boden, Marie R. Hanna
  • Patent number: 4727058
    Abstract: Described is a process for preparing natural benzaldehyde and acetaldehyde and compositions of matter containing natural benzaldehyde and acetaldehyde as well as products produced thereby and organoleptic utilities thereof, which process comprises the step of contacting with base naturally occurring cinnamaldehyde or a natural product rich in cinnamaldehyde such as Ceylon oil of cinnamon, Ceylon cinnamon bark, Saigon cinnamon bark, cassia oil, Ceylon cinnamon quills, cinnamon leaf oil, oil of cinnamon Madagascar or the like according to the reaction: ##STR1## the reaction taking place in aqueous media and in the presence of a food grade or natural nonionic emulsifier, preferably a nonionic sorbitan derivative emulsifying agent and in the absence of any other reagents.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: February 23, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan O. Pittet, Ranya Muralidhara, Arthur L. Liberman
  • Patent number: 4716146
    Abstract: This invention relates to compounds of the general structure ##STR1## wherein R and R.sup.1 are lower alkyl having from 1 to 2 carbon atoms useful as fragrance additives and to the fragrance compositions containing the same.
    Type: Grant
    Filed: December 19, 1986
    Date of Patent: December 29, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventor: Eugene G. Harris
  • Patent number: 4710316
    Abstract: Compounds of the general formula (I) ##STR1## and compounds of the general formula (II) ##STR2## in which R.sup.1 represents --OH, --CH.sub.2 OH, --CH.sub.2 --OCH.sub.3, --CHOH--CH.sub.3, --CHO or --CH(OCH.sub.3).sub.2,R.sup.2 represents methyl or ethyl,R.sup.3 represents hydrogen or methyl, andX represents hydrogen or methyl, are disclosed.Processes for the manufacture of certain compounds of formula (I) and for those of formula (II) are also provided. The compounds are useful as perfume materials.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: December 1, 1987
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Walter Hafner, Peter Ritter, Helmut Gebauer, Marlies Regiert