Patents by Inventor Erich Manfred Klaiber
Erich Manfred Klaiber has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 4086927Abstract: Processes and compositions are described for the use in tobacco flavor and aroma augmenting and enhancing compositions and as tobacco aroma and flavor augmenting, imparting and enhancing materials of one or more alkyl side chain methyl unsubstituted 2,2,6-trimethyl-1-cyclohexen-1-vinyl alkanoates (hereinafter referred to as "enol esters") having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is straight chain alkyl having 1, 3, 7 or 11 carbon atoms.Type: GrantFiled: September 15, 1976Date of Patent: May 2, 1978Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4055506Abstract: Processes and compositions are described for the use in perfume aroma imparting, augmenting, modifying, altering or enhancing compositions and as perfume and perfumed article aroma imparting, modifying, altering and enhancing materials of 2,2,6-trimethyl-1-cyclohexene-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexene-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## and II. Hydrolyzing said beta-ionone enol ester using a basic hydrolysis agent to form beta-cyclo-homocitral having the structure: ##STR4## or (B) oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclohomocitral, directly.Type: GrantFiled: November 11, 1976Date of Patent: October 25, 1977Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4049682Abstract: Described are processes for preparing enol esters having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is C.sub.1 -C.sub.11 alkyl, and R.sub.4 is hydrogen or methyl, produced by one of the following processes:I. Reacting beta-ionone or a homologue thereof with a peracid;Ii. Reacting an enol acetate formed by process (i) (when R.sub.1 is methyl and R.sub.4 is hydrogen) with an alkanoic acid anhydride or an acyl halide, to form another enol ester;Iii. Reacting beta-cyclohomocitral having the formula: ##STR2## with a lower alkanoic acid anhydride or an acyl halide.Type: GrantFiled: September 15, 1976Date of Patent: September 20, 1977Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4048201Abstract: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product tobacco, perfume and perfumed article aroma imparting materials of one or more alkyl side chain methyl substituted or unsubstituted 2,2,6-trimethyl-1-cyclohexen-1-vinyl alkanoates (hereinafter referred to as "enol esters") having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is C.sub.1 -C.sub.11 alkyl and R.sub.4 is hydrogen or methyl.Type: GrantFiled: September 15, 1976Date of Patent: September 13, 1977Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4014351Abstract: Processes and compositions are described for the use in tobacco flavor and aroma and as tobacco flavor and aroma imparting, altering, modifying, or enhancing materials of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexen-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## II.Type: GrantFiled: July 24, 1975Date of Patent: March 29, 1977Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4000090Abstract: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde enol esters (hereinafter referred to as "beta-cyclohomocitral enol esters") having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is C.sub.1 -C.sub.5 lower alkyl.Addition of the one or more beta-cyclohomocitral enol esters to consumable materials is indicated to produce:A.Type: GrantFiled: October 7, 1975Date of Patent: December 28, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 4000329Abstract: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of one or more alkyl side chain methyl substituted or unsubstituted 2,2,6-trimethyl-1-cyclohexen-1-vinyl alkanoates (hereinafter referred to as "enol esters") having the generic structure: ##STR1## (which structure is intended to cover both the "cis" and the "trans" isomers thereof) wherein R.sub.1 is C.sub.1 -C.sub.11 alkyl and R.sub.4 is hydrogen or methyl.Type: GrantFiled: March 1, 1976Date of Patent: December 28, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 3980708Abstract: Process described is for the preparation of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde having the structure: ##SPC1##(hereinafter referred to as beta-cyclohomocitral) which comprises the step of oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclo-homocitral, directly.Type: GrantFiled: July 8, 1975Date of Patent: September 14, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber
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Patent number: 3959508Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma, tobacco flavor and aroma and perfume aroma augmenting, modifying, altering and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal products, tobacco, perfume and perfumed article aroma imparting materials of mixtures of (i) 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") and (ii) 2,6,6-trimethyl-crotonyl-1,3-cyclohexadiene having the structure: ##SPC1##Hereinafter referred to as "damascenone". Addition of mixtures beta-cyclohomocitral and damascenone is indicated to produce:A. In food flavorings, a fruity, rosey, woody, tea aroma and a woody-tea, fruity-tobacco flavor;B. In tobacco, a sweet, floral, fruity, earthy, green aroma prior to smoking and a sweet, rich, tobacco-like smoke aroma augmenting effect with woody flavoring characteristics in the mainstream on smoking; andC. In perfumes, rosey, woody, camphoraceous, green and earthy notes.Type: GrantFiled: July 24, 1975Date of Patent: May 25, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals
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Patent number: 3956393Abstract: Processes are described for the preparation of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral" which either (A) comprises the steps of:I. Oxidizing beta-ionone having the formula: ##SPC1##with a peralkanoic acid having the formula: ##EQU1## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexen-1-ylvinylacetate (hereinafter referred to as beta-ionone enol ester) having the formula: ##SPC2##Ii. hydrolyzing said beta-ionone enol ester using a basic hydrolysis agent to form beta-cyclohomocitral having the structure: ##SPC3##Or (B) oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclohomocitral, directly.Type: GrantFiled: September 19, 1974Date of Patent: May 11, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber
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Patent number: 3946054Abstract: A process is described for the preparation of 6-alkyl-alpha-pyrones which comprises the steps of:I. acylating an alkyl-3-butenoate ester having the formula: ##SPC1##with an acylating agent having the formula: ##SPC2##In the presence of a Friedel-Crafts catalyst to produce a novel mixture of two ketoesters having the formulae: ##EQU1## ii. optionally separating said mixture into its individual keto-esters; III. CONTACTING SAID MIXTURE OF KETO-ESTERS OR ONE OF THE INDIVIDUAL COMPONENTS THEREOF WITH A SOLID, HEAT RESISTANT CATALYST SUCH AS COPPER, STAINLESS STEEL, NICKEL OR STONE AT A TEMPERATURE IN THE RANGE OF FROM ABOUT 450.degree.C up to about 600.degree.C, thereby forming a 6-alkyl-alpha-pyrone having the formula: ##SPC3##wherein R.sub.1 is C.sub.1 -C.sub.10 alkyl, R.sub.2 is lower alkyl and X is chloro or bromo.Claimed herein is said mixture of keto-esters as well as each of the individual components thereof.Type: GrantFiled: December 30, 1974Date of Patent: March 23, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Erich Manfred Klaiber, Alan Owen Pittet
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Patent number: 3940499Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma and as foodstuff aroma imparting materials of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde.Type: GrantFiled: September 19, 1974Date of Patent: February 24, 1976Assignee: International Flavors & Fragrances Inc.Inventors: Alan Owen Pittet, Erich Manfred Klaiber, Manfred Hugo Vock, Edward J. Shuster, Joaquin Vinals