Patents Represented by Attorney Harold Haidt
  • Patent number: 4126140
    Abstract: Processes and compositions are described for the use in smoking tobacco flavor and aroma augmenting, enhancing and imparting compositions and as smoking tobacco aroma and taste imparting materials of hydroxy cyclohexenone derivatives having the generic formula: ##STR1## wherein one of X and Y is a keto moiety having the structure: ##STR2## and the other of X and Y is a carbinol moiety having the structure: ##STR3##
    Type: Grant
    Filed: November 15, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, Bette M. Spencer, Joaquin F. Vinals, Jacob Kiwala, Manfred H. Vock, Edward J. Shuster
  • Patent number: 4126641
    Abstract: Processes and compositions are described for the use in tobacco, perfume and perfumed article aroma augmenting, enhancing and imparting compositions and as tobacco, perfume and perfumed article aroma augmenting, enhancing or imparting materials of 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione having the formula: ##STR1## produced by reacting a ketal of 3,5,5-trimethyl-2-cyclohexen-1,4-dione such as 2,7,9,9-tetramethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one with n-butyltriphenylphosphorane and then deketalizing the resulting product to form the 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione. Addition of 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione to consumable materials is indicated to produce:(A) In perfumes, colognes and perfumed articles, deep, slightly woody, herbaceous aromas; and(B) In tobaccos and tobacco flavors, pungent, sweet, hay-, tea-, tobacco-like, floral and fruity notes, both prior to and on smoking in both the main stream and the side stream.
    Type: Grant
    Filed: March 3, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, Bette M. Spencer, Joaquin F. Vinals, Jacob Kiwala, Edward J. Shuster
  • Patent number: 4126570
    Abstract: Norbornane derivatives are used in detergents. Specifically, ##STR1## and mixtures of same or a mixture of 2-(2-butenoyl)-3,3-dimethylnorbornane; 2-(3-butenoyl)-3,3-dimethylnorborna ne; 2-(2-butenoyl)-3,3-dimethylnorbornane and alpha-allyl-3,3-dimethyl-2-norbornanemethanol are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4126571
    Abstract: Norbornane derivatives are used in soaps and detergents. Specifically ##STR1## are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4126569
    Abstract: Norbornane derivatives are used in soaps and detergents. Specifically, ##STR1## are used.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: November 21, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4124644
    Abstract: A process is described for the preparation of substituted oxyacetaldehydes and acetals thereof according to the reaction sequence: ##STR1## WHEREIN R.sub.1 and R.sub.2 are each lower alkyl or R.sub.1 and R.sub.2, taken together form a lower alkylene group; wherein R.sub.3 is alkyl, alkenyl or alkadienyl and X is halogen selected from the group consisting of chlorine and bromine, the reaction (i) being carried out (1) using a "phase transfer agent" and (2) in a two phase system.
    Type: Grant
    Filed: January 11, 1978
    Date of Patent: November 7, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, John J. Kryschuk, John B. Hall
  • Patent number: 4123393
    Abstract: Substituted norbornane derivatives are described for use as perfumes, colognes, and in perfumes aroma augmenting, modifying, enhancing and imparting compositions. The substituted norbornane derivatives have the following structure: ##STR1## wherein R is C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.5 alkylidene and the dashed line represent a carbon -- carbon single bond or a carbon -- carbon double bond.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: October 31, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James M. Sanders, Manfred H. Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja D. Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4122120
    Abstract: Described is a mixture of 1-(3,3-dimethylcyclohexyl)-4-methyl-cis-2-pentene-1-one, 1-(3,3-dimethylcyclohexyl)-4-methyl-trans-2-pentene-1-one, and 1-(3,3-dimethylcyclohexyl)-4-methyl-3-pentene-1-one and a mixture of 1-(3,3-dimethylcyclohexyl)-cis-2-pentene-1-one, 1-(3,3-dimethylcyclohexyl) -trans-2-pentene-1-one and 1-(3,3-dimethylcyclohexyl)-3-pentene-1-one, useful in augmenting or enhancing flavors and perfume and perfumed article aromas.
    Type: Grant
    Filed: July 28, 1977
    Date of Patent: October 24, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Manfred Hugo Vock, Frederick Louis Schmitt, John B. Hall, James Milton Sanders
  • Patent number: 4122122
    Abstract: Described are the compounds 1-(2-propenyl-3-(4-methyl-3-pentenyl)-.DELTA..sup.3 -cyclohexene-1-carboxaldehyde and 1-(2-propenyl)-4-(4-methyl-3-pentenyl)-.DELTA..sup.3 -cyclohexene-1-carboxaldehyde; and a process for preparing same by means of reacting an allylic halide with a mixture of 3 and 4-(4-methyl-3-pentenyl)-.DELTA..sup.3 -cyclohexene-1-carboxaldehyde using a phase transfer agent in a two phase system according to the reaction: ##STR1## wherein the carboxaldehyde moiety is bonded to the alpha-carbon atom or the beta-carbon atom, X is chloro or bromo and M is alkali metal, processes for adding such 1-(2-propenyl)-(4-methyl-3-pentenyl)-.DELTA..sup.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: October 24, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Mark A. Sprecker, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals, Robert M. Novak
  • Patent number: 4120308
    Abstract: The use of substituted norbornane derivatives used in the process of flavoring tobacco and the product thereof.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: October 17, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James Milton Sanders, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja Dulal Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4119788
    Abstract: Described are .alpha.-oxy(oxo) sulfides and ethers having the generic structure: ##STR1## wherein X is one of: ##STR2## Z is one of sulfur or oxygen; when R.sub.1 and R.sub.2 are taken separately, R.sub.1 is hydrogen or methyl, and R.sub.2 is methyl; and when R.sub.1 and R.sub.2 are taken together, R.sub.1 and R.sub.2 form phenyl moeities; and Y is one of C.sub.1 -C.sub.4 alkyl, C.sub.3 or C.sub.4 alkenyl, acetyl, methoxycarbonylmethyl, or 1,3-diethylacetonyl.Addition of one or more .alpha.
    Type: Grant
    Filed: March 31, 1977
    Date of Patent: October 10, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr.
  • Patent number: 4119574
    Abstract: Processes and compositions are described for the use in perfume and perfumed article aroma augmenting, enhancing and imparting compositions and as perfume and perfumed article aroma imparting materials of hydroxy cyclohexenone derivatives having the generic formula: ##STR1## wherein one of X and Y is a keto moiety having the structure: ##STR2## and the other of X and Y is a carbinol moiety having the structure: ##STR3## wherein R is C.sub.1 -C.sub.5 alkyl. Addition of one or more hydroxy cyclohexenone derivatives having the formula: ##STR4## to consumable materials is indicated to produce: In perfumes, colognes and perfumed articles, green, minty, herbaceous, strong fruity aromas with earthy, mossy notes.
    Type: Grant
    Filed: November 15, 1977
    Date of Patent: October 10, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, Bette M. Spencer, Joaquin F. Vinals, Jacob Kiwala, Manfred Hugo Vock, Edward J. Shuster
  • Patent number: 4119576
    Abstract: Processes and compositions are described for the use in perfume and perfumed article aroma augmenting, enhancing and imparting compositions and as perfume and perfumed article aroma imparting materials of 1-butanoyl-3,3-dimethylcyclohexane having the formula: ##STR1## Addition of the 1-butanoyl-3,3-dimethylcyclohexane (also referred to herein as 1-(3,3-dimethylcyclohexyl)-butan-1-one) to perfumes, colognes and perfumed articles produces fruity, berry and herbaceous aromas with green and tobacco nuances.
    Type: Grant
    Filed: November 15, 1977
    Date of Patent: October 10, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Manfred Hugo Vock, Frederick Louis Schmitt, John B. Hall, James Milton Sanders
  • Patent number: 4119577
    Abstract: Substituted-norbornane derivatives are described for use as perfumes, colognes and in perfume aroma augmenting, modifying, enhancing, and imparting compositions. The substituted norbornane derivatives having the following structure: ##STR1## wherein R is C.sub.3 or C.sub.4 alkenyl.
    Type: Grant
    Filed: December 13, 1977
    Date of Patent: October 10, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kenneth K. Light, James Milton Sanders, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals, William L. Schreiber, John B. Hall, Denis E. Hruza, Sr., Venkatesh Kamath, Braja Dulal Mookherjee, Ching Y. Tseng, Mark A. Sprecker
  • Patent number: 4118516
    Abstract: A composition which is a natural red dyestuff composed of two ingredients:(i) A natural red purple dye such as an anthocyanin (e.g. red cabbage dye) or a betalaine (e.g. a red beet dye); and(ii) Caramel color.The composition is stabilized with ascarbic acid and is useful in foodstuffs, chewing gum and medicinals.
    Type: Grant
    Filed: May 26, 1977
    Date of Patent: October 3, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Michel Van Praag, Gerrit Duijf
  • Patent number: 4117015
    Abstract: Described is the compound 1-acetyl-3,3-dimethyl-(2-propenyl)cyclohexane, a process for preparing same by means of reacting an allylic halide with acetyl-3,3-dimethylcyclohexane using a phase transfer agent and in a two phase system according to the reaction: ##STR1## wherein X is chloro or bromo, processes for adding 1-acetyl-3,3-dimethyl-(2-propenyl)cyclohexane to comsumable materials whereby:(i) In foodstuffs and medicinal products, fruity, pineapple, allyl-caproate-like, galbanum and woody aroma characteristics are augmented or enhanced and rosey, ionone, oriental-like and woody flavor characteristics are augmented or enhanced; and(ii) In perfumes and perfumed articles, sweet, earthy, animal aromas with pineapple and ambery nuances and tobacco/animal notes are imparted, augmented and/or enhancedAnd flavor compositions and perfume compositions containing 1-acetyl-3,3-dimethyl-(2-propenyl)cyclohexane.
    Type: Grant
    Filed: February 4, 1977
    Date of Patent: September 26, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Mark A. Sprecker, Frederick Louis Schmitt, Manfred Hugo Vock
  • Patent number: 4115431
    Abstract: Processes and compositions are described for the use in tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as tobacco, perfume and perfumed article aroma imparting and augmenting materials of one or more substituted dimethyl dihydroxy benzene and/or cyclohexadiene compounds, represented either by the equilibrium mixture: ##STR1## (and other tautomers) or by one of the compounds which is a constituent of said equilibrium mixture, wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and R.sub.1 is either acetyl having the structure: ##STR2## or nitrile having the structure: ##STR3## with the proviso that when the dashed line is a carbon-carbon single bond, R.sub.1 is only nitrile and when the dashed line is a carbon-carbon double bond, R.sub.1 is either nitrile or acetyl.
    Type: Grant
    Filed: May 26, 1977
    Date of Patent: September 19, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: John B. Hall, Mark A. Sprecker, Edward J. Shuster, Frederick Louis Schmitt, Joaquin F. Vinals
  • Patent number: 4115406
    Abstract: Described is the novel compound group, 2-alkyl-4-phenyl-dihydropyrans having the generic structure: ##STR1## where one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines is a carbon-carbon single bond, R.sup.1 is one of C.sub.1 -C.sub.3 alkyl, and R is one of C.sub.2 -C.sub.4 alkyl, a process for producing same; a process comprising adding to tobacco an amount sufficient to augment the flavor or aroma of such tobacco of one or more of said pyran compounds; flavor formulations for use in conjunction with tobacco products containing one or more of such pyrans; a process comprising adding to foodstuffs, foodstuff flavorings, chewing gums, chewing gum flavorings, toothpaste and toothpaste flavorings one or more of said pyran compounds in a quantity sufficient to augment or enhance neroli-like and grape-like flavors, and flavoring compositions containing said pyran compounds.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: September 19, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Joaquin Francisco Vinals, Jacob Kiwala, Denis E. Hruza, Sr., John B. Hall, Manfred Hugo Vock
  • Patent number: 4108876
    Abstract: Processes and compositions are described for use in foodstuff flavors and as foodstuff article aroma and taste augmenting and enhancing materials of at least one alpha-substituted alkylidene methionals having the structure: ##STR1## wherein R.sub.1 or R.sub.2 is one of the moieties: ##STR2## AND THE OTHER IS HYDROGEN OR METHYL. Addition of one or more alpha-substituted alkylidene methionals to foodstuff flavorings or to foostuffs is indicated to produce the following aroma and flavor characteristics, in the alternative taken together:AromaPotato; Methional-like; Green; Hydrolyzed vegetable protein-like; Chicken-like; Cabbage; Green potato; Green weedy; Broccoli-like; and Green bean-like.FlavorPotato; Metallic; Sulfury-green; Cabbage-like; Chicken; Mushroom-like; Green-weedy; Broccoli-like; and Green bean-like. The compounds of our invention are useful in augmenting or enhancing the flavor and aroma nuances of vegetable (including potato and cabbage) and chicken flavors.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: August 22, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Donald Arthur Withycombe, Anne Hruza, Manfred Hugo Vock, Christopher Giacino, Braja Dulal Mookherjee, Alan Owen Pittet, William L. Schreiber
  • Patent number: 4108899
    Abstract: A process is provided comprising forming 3-chloromesityl oxide from mesityl oxide and chlorine and then reacting the 3-chloromesityl oxide with myrcene via a Diels-Alder reaction thereby producing a chlorine containing Diels-Alder adduct and then either:(i) dehydrochlorinating the chlorine containing Diels-Alder adduct to form an acetyl conjugated cyclohexadiene and cyclizing the acetyl conjugated cyclohexadiene to produce a mixture of isomers having the generic formula: ##STR1## wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond; or(ii) cyclizing the chlorine containing Diels-Alder adduct to form an acetyl-chloro octahydronaphthalene and dehydrochlorinating the acetyl-chloro octahydronaphthalene to form a composition substantially composed of a compound having the structure: ##STR2## The products produced are useful as vetiver ingredients in perfumes and perfumed articles.
    Type: Grant
    Filed: July 28, 1977
    Date of Patent: August 22, 1978
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William L. Schreiber, James N. Siano, Edward J. Shuster