Acyclic Unsaturated Hydrocarbon Reactant Patents (Class 568/349)
  • Publication number: 20140303385
    Abstract: The present invention provides processes for the production of chiral compounds in a stereoisomeric excess. The present processes involve reacting a hydrometallated alkene compound with a compound comprising a conjugated-bond system under conditions such that the compounds undergo an asymmetric 1,4- or 1,6-conjugate addition reaction, generating a chiral compound in a stereoisomeric excess. The reaction is performed in the presence of a metal catalyst, which catalyst preferably comprises a non-racemic chiral ligand.
    Type: Application
    Filed: October 12, 2012
    Publication date: October 9, 2014
    Applicant: Isis Innovation Limited
    Inventors: Stephen P. Fletcher, Rebecca M. Maksymowicz, Philippe M.C. Roth
  • Patent number: 8093432
    Abstract: The present disclosure describes processes for the epimerization of a cyclohexene comprising the steps of providing to a reactor a first isomer of a 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone compound according to Formula I wherein R1 ad R2 are each independently C1-C4 alkyl, and R3, R4, R5, R6, R7, and R8 are each independently selected from the group consisting of H and C1-C4 alkyl; and epimerizing the first isomer of the 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone with a metal alkoxide base to form a second isomer of the 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: January 10, 2012
    Assignee: The Procter & Gamble Company
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Patent number: 8067644
    Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: November 29, 2011
    Assignee: The Procter & Gamble Company
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Publication number: 20110152566
    Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.
    Type: Application
    Filed: December 18, 2009
    Publication date: June 23, 2011
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Patent number: 7427693
    Abstract: Compounds that are useful in compositions for flat panel displays, for example, are provided. The compounds provided are polar, and are useful in low threshold voltage mixtures. The compounds provided have the general structure: CpCOCH2[A]nZ1[B]mZ2PhX1X2Y, where CpCOCH2 is the structure: A and B are independently in each instance selected from the group consisting of 1,4-cyclohexane, 1,4-phenyl, 1,3-dioxan-5,2-diyl; pyridine-5,2-diyl; and pyrimidin-5,2-diyl; n and m are independently in each instance 0, 1 or 2; Z1 and Z2 are independently a single bond, —(CH2)2—, CF2O, OCF2, CH2O, OCH2, —C?C—, COO, OOC; and Y is selected from the group consisting of: F, Cl, CN, OCH2F, CHF2, OCF3, and CF3.
    Type: Grant
    Filed: April 3, 2007
    Date of Patent: September 23, 2008
    Assignee: Daily Polymer Corporation
    Inventor: Xinhua Chen
  • Patent number: 7235698
    Abstract: Compounds containing a substituted or unsubstituted allyl group directly bound to a chiral carbon atom are prepared enantioselectively. Starting reactants are either chiral or achiral, and may or may not contain an attached allyloxycarbonyl group as a substituent. Chiral ligands are employed, along with transition metal catalysts. The methods of the invention are effective in providing enantioconvergent allylation of chiral molecules.
    Type: Grant
    Filed: August 29, 2005
    Date of Patent: June 26, 2007
    Assignee: California Institute of Technology
    Inventors: Douglas C. Behenna, Brian M. Stoltz, Justin T. Mohr, Andrew M. Harned
  • Patent number: 7067702
    Abstract: A process for preparing vinyl substituted beta-diketones includes reacting a halogen-containing beta-diketone with an olefin in a reaction zone under Heck coupling reaction conditions in the presence of a catalyst, a base, and an organic phosphine to provide a vinyl substituted beta-diketone product.
    Type: Grant
    Filed: May 12, 2005
    Date of Patent: June 27, 2006
    Assignee: The Johns Hopkins University
    Inventors: Glen E. Southard, George M. Murray
  • Patent number: 6946579
    Abstract: A series of aryl piperazine compounds are effective pharmaceuticals for the treatment of conditions related to or affected by the serotonin 1A receptor; the compounds are particularly effective antagonists at that receptor, and are particularly useful for alleviating the symptoms of nicotine and tobacco withdrawal.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: September 20, 2005
    Assignee: Eli Lilly and Company
    Inventors: Alexander Glenn Godfrey, Daniel Timothy Kohlman, John Cunningham O'Toole, Yao-Chang Xu, Tony Yantao Zhang
  • Patent number: 6806389
    Abstract: The invention relates to the use of an immobilized transition metal carbonyl complex as a catalyst in the Pauson-Khand reaction and to processes using such as catalyst.
    Type: Grant
    Filed: April 19, 2002
    Date of Patent: October 19, 2004
    Assignee: AstraZeneca AB
    Inventors: Alex Christian Comely, Sue Elizabeth Gibson, Neil James Hales
  • Patent number: 6703528
    Abstract: There are disclosed are a method for producing at least one compound selected from a carbonyl compound and a hydroxy adduct compound by an oxidative cleavage or addition reaction of an olefinic double bond of an olefin compound, which contains reacting an olefin compound with hydrogen peroxide, utilizing as a catalyst, at least one member selected from (a) tungsten, (b) molybdenum, or (c) a tungsten or molybdenum metal compound containing (ia) tungsten or (ib) molybdenum and (ii) an element of Group IIIb, IVb, Vb or VIb excluding oxygen, and a catalyst composition.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: March 9, 2004
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Koji Hagiya, Naoyuki Takano, Akio Kurihara
  • Patent number: 6703527
    Abstract: Allyl alcohols are converted into corresponding aldehydes or ketones in a high yield under a mild condition by using an inexpensive aluminum alkoxide as an Oppenauer oxidation catalyst and a hydride acceptor. Thus, there is provided an industrially useful method for converting allyl alcohols to corresponding aldehydes or ketones.
    Type: Grant
    Filed: May 21, 2002
    Date of Patent: March 9, 2004
    Assignee: Nikken Chemicals Co., Ltd.
    Inventors: Shin Tanikawa, Sou Matsubayashi, Michika Tanikawa, Toshiya Komatsu
  • Patent number: 6353139
    Abstract: A method for preparing ketones has advantages of improving yields and reducing the time of the reactions due to high efficiency of catalysts. Ketones are prepared by reacting an aliphatic or an aromatic aldehyde with a vinyl olefin having an aliphatic or aromatic alkyl moiety in the presence of a transition metal catalyst, 2-aminopyridine catalyst, a primary amine and an acid, as catalysts and additives.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: March 5, 2002
    Inventors: Chul Ho Jun, Dae Yon Lee, Hyuk Lee, Jun Bae Hong
  • Patent number: 6288282
    Abstract: Process for the continuous preparation of &agr;- and/or &bgr;-ionone or homologous compounds using concentrated sulfuric acid at temperatures from 20 to 90° C.
    Type: Grant
    Filed: May 9, 2000
    Date of Patent: September 11, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Rheude, Ulrich Hörcher, Dietmar Weller, Manfred Stroezel
  • Patent number: 6252118
    Abstract: A method for preparation of a new ketone from a preexisting ketone is very advantageous in terms of production cost and yield. A reactant mixture consisting of a ketone containing &bgr;-hydrogen relative to the aldehyde group and a vinyl olefin or internal olefin having an aliphatic or aromatic alkyl moiety is allowed to react at approximately 100-180° C. for at least 6 hours in the presence of a rhodium or iridium transition metal catalyst and a 2-aminopyridine derivative.
    Type: Grant
    Filed: May 26, 2000
    Date of Patent: June 26, 2001
    Inventors: Chul Ho Jun, Hyuk Lee
  • Patent number: 6252119
    Abstract: &Dgr;5-7-oxo-steroids are efficiently prepared from &Dgr;5-steroids using t-BuOOH in the presence of a copper catalyst, such as cuprous and cupric salts and copper metal.
    Type: Grant
    Filed: July 28, 1997
    Date of Patent: June 26, 2001
    Inventors: Jorge António Riberiro Salvador, Maria Luísa Campeão Fernandes Vaz de Sá e Melo, André de Silva Campos Neves
  • Patent number: 6222076
    Abstract: The invention relates to a novel process for the preparation of hydroxyalkyl- and acyloxyalkyl-substituted cycloketones by free-radical addition of hydroxyalkenes and acyloxyalkenes respectively to cyclic ketones.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: April 24, 2001
    Assignee: Haarmann & Reimer GmbH
    Inventors: Alfred Krempel, Oskar Koch, Harry Erfurt
  • Patent number: 6140542
    Abstract: Process for the continuous preparation of .alpha.- and/or .beta.-ionone or homologous compounds using concentrated sulfuric acid at temperatures from 20 to 90.degree. C.
    Type: Grant
    Filed: November 13, 1998
    Date of Patent: October 31, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Rheude, Ulrich Horcher, Dietmar Weller, Manfred Stroezel
  • Patent number: 6034279
    Abstract: An improved process is described for preparing .gamma.,.delta.-unsaturated ke-tones, which are in demand as aroma substances and intermediates for vitamins and carotenoids, by reacting tertiary allyl alcohols and alkenyl alkyl ethers in the presence of acid catalysts at elevated temperature, which comprises carrying out the reaction in the presence of a phosphorus derivative of the formula IV ##STR1## where A and B are each a branched or unbranched alkyl or alkoxy having from 1 to 10 carbons, a substituted or unsubstituted aryl, cycloalkyl, aryloxy or cycloaryloxy;A can additionally be --H or --OH orA and B together are a substituted or unsubstituted tetramethylene or pentamethylene or substituted or unsubstituted phenyl-1,2-diol or 1,1'-binaphthyl-2,2'-diol.
    Type: Grant
    Filed: January 29, 1999
    Date of Patent: March 7, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Kashammer, Detlef Ruff
  • Patent number: 5994589
    Abstract: A process for preparing 2,5,6-trimethyl-2-cyclohexen-1-one by reacting diethyl ketone with crotonaldehyde or a compound which is converted under the chosen reaction conditions into crotonaldehyde, in the presence of basic agents at elevated temperature, which comprisesa) simultaneously pumping one mole of crotonaldehyde or one mole of a compound which is converted under the reaction conditions into crotonaldehyde, about 5 to 30 moles of diethyl ketone and the aqueous solution or suspension of a strong base, through separate lines or at least partly in the form of a suitable mixture, continuously into a pressure vessel, which is heated where appropriate and which ensures vigorous mixing, in such a way thatb) the reaction temperature is between 150.degree. C. and 350.degree. C., and the average residence time in the pressure vessel is only about 0.1 second to 20 minutes.
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: November 30, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Detlef Ruff, Wolfram Burst, Wulf Kaiser, Manfred Stroezel
  • Patent number: 5936100
    Abstract: The invention concerns an improved process for the preparation of macrocyclic products with 12 or more ring atoms containing one or more polar functional groups on the ring and/or one or more heteroatoms within the ring by ring closing metathesis (RCM) of suitably substituted diene precursors even if the substrates are devoid of any kind of conformational preorganization. Metal carbene complexes of Ru, Mo, W, Re, Os, which are tolerant towards the respective functional group and can either be isolated or prepared in situ are used as catalysts or catalyst precursors. Preferred catalysts or catalyst precursors are ruthenium complexes of the general type XX.sub.1 LL.sub.1 Ru.dbd.CRR.sub.1, wherein X, X.sub.1 =halogen, L, L.sub.1 =trialkylphosphine, R, R1=H, Ph, CH.dbd.CPh.sub.2 denote the most preferred embodiment. The process can be applied to the synthesis of olfactory compounds, perfumary ingredients, pheromones, crown ethers, antibiotics and pharmaceuticals for human and veterinary medicine.
    Type: Grant
    Filed: December 16, 1996
    Date of Patent: August 10, 1999
    Assignee: Studiengesellschaft Kohle MBH
    Inventors: Alois Furstner, Klaus Langemann, Nicole Kindler
  • Patent number: 5880301
    Abstract: The present invention provides a novel optically active bidentate phosphine ligand palladium complex of formula (I) or (II) which can be used for the preparation of optically active .beta.-hydroxyketones: ##STR1## ?wherein Y.sup.- represents an anion pair which may form salt; X represents ##STR2## {wherein R.sup.1 represents hydrogen atom, C.sub.1-6 alkyl group, C.sub.1-6 alkoxyl group, cyano group, nitro group, halogen atom or phenyl group, etc.; m represents 1 or 2; when m is 2, two R.sup.1 s may be same or different}; andA and B each independently represents phenyl group or cyclohexyl group {said phenyl group and cyclohexyl group each is unsubstituted or substituted by R.sup.2 (R.sup.2 has the same meaning as defined in R.sup.1)}).
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: March 9, 1999
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Masakatsu Shibasaki, Mikiko Sodeoka, Kazuhiko Ohrai
  • Patent number: 5847226
    Abstract: A method for preparing nootkatone, nootkatol or mixtures thereof by oxidizing valencene, wherein the valencene is exposed to an oxygenated atmosphere in a suitable reaction medium and in the presence of an unsaturated fatty acid hydroperoxide, and the nootkatone and/or nootkatol is (are) optionally separated from the reaction medium. The method enables nootkatone yields of around 60 g per kg of reaction medium to be achieved.
    Type: Grant
    Filed: August 6, 1997
    Date of Patent: December 8, 1998
    Assignee: Firmenich SA
    Inventors: Bernard Muller, Christopher Dean, Christian Schmidt, Jean-Charles Kuhn
  • Patent number: 5723678
    Abstract: Acetylenic compounds of the general formula IR.sup.1 --C.tbd.C--CHR.sup.2 --CH.sub.2 --X Iwhere the substituents have the following meanings:R.sup.1 hydrogen, unsubstituted or substituted alkyl or aryl;R.sup.2 hydrogen or C.sub.1 -C.sub.4 -alkyl;X CN; COOR.sup.3 where R.sup.3 is C.sub.1 -C.sub.6 -alkyl or benzyl; C(O)R.sup.4 where R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl,are prepared by reacting an alkyne of the formula IIR.sup.1 --C.tbd.C--H IIwith an .alpha.,.beta.-unsaturated compound of the formula IIIR.sup.2 HC.dbd.CH--X IIIin the presence of a homogeneous rhodium-phosphine catalyst, in a process wherein a catalyst with a bidentate or tridentate phosphine compound is used.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: March 3, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider, Peter Hofmann
  • Patent number: 5442095
    Abstract: Catalysts based on rhodium and water-soluble phosphine obtained by using rhodium perchlorate as the precursor rhodim salt. Also, processes for the preparation of these catalysts and to their use are provided.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: August 15, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Patrick Auvray
  • Patent number: 5087707
    Abstract: Described are cyclopentenyl-oxabicyclooctanes, cyclopentenyl-formylcyclohexenes and cyclopentylhydroxymethyl cyclohexenes having the generic structures: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 ', and R.sub.3 " each represents hydrogen or methyl with the provisos:(i) one or two or R.sub.1, R.sub.2, R.sub.3 ' and R.sub.3 " represents methyl;(ii) R.sub.1 and/or R.sub.2 are methyl;(iii) at least one of R.sub.3 ' and R.sub.3 " is hydrogen; and(iv) when R.sub.1 and R.sub.2 is methyl then each of R.sub.3 ' and R.sub.3 " is hydrogenwherein R.sub.4 ' is hydrogen or C.sub.1 -C.sub.5 alkyl, processes for preparing same and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles, e.g., solid or liquid, anionic, cationic, nonionic or zwitterionic detergents, cosmetic preparations, fabric softener compositions, fabric softener articles, hair preparations and perfumed polymers.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: February 11, 1992
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, John J. De Virgilio, Carlos Benaim, Anton V. Ouwerkerk, Olivier Gillotin
  • Patent number: 4704477
    Abstract: Compounds of the general formula ##STR1## wherein A is the ##STR2## group and in which R.sup.1 stands for hydrogen, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy and isopropoxy and R.sup.2 and R.sup.3 are hydrogen, methyl and ethyl. The compounds are used as perfume substances.
    Type: Grant
    Filed: March 7, 1986
    Date of Patent: November 3, 1987
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Hans Mehlin, Marlies Regiert
  • Patent number: 4671798
    Abstract: Bicyclic carbinol of formula ##STR1## or 1,2,3,4,4a,5,8,8a-octahydro-2,2,6,8-tetramethyl-1-naphthalenol possesses useful odorous properties and it can be used advantageously as perfuming ingredient. A two-step process for its synthesis is disclosed starting from 2-methylpenta-1,3-diene and 6,6-dimethyl-cyclohex-2-en-1-one.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: June 9, 1987
    Assignee: Firmenich SA
    Inventor: Claudio Tarchini
  • Patent number: 4639330
    Abstract: Described are alkyl-substituted spirodecenone derivatives defined according to the structure: ##STR1## wherein one of R.sub.1 or R.sub.2 is hydrogen and the other of R.sub.1 or R.sub.2 is methyl; and wherein R.sub.3 represents C.sub.3 -C.sub.4 alkyl, and 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 and hair preparations; as well as processes for preparing said alkyl-substituted spirodecenone derivatives.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: January 27, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Marie R. Hanna
  • Patent number: 4565894
    Abstract: Ionones are prepared by cyclization of pseudoionone with concentrated sulfuric acid in the presence of an organic solvent or diluent, while cooling, and by dilution of the reaction mixture with water, by a continuous process in which the pseudoionone is combined with an aliphatic or cycloaliphatic hydrocarbon which boils at 25.degree.-65.degree. C. under the reaction conditions, or an aliphatic chlorohydrocarbon, and the sulfuric acid, with thorough mixing and evaporative cooling by partial or complete vaporization of the solvent present in the reaction mixture, combination being effected so that the temperature of the reaction mixture is from 25.degree. to 65.degree. C. and the residence time of this mixture before it is diluted with water is from 0.5 to 20, preferably from 0.1 to 5, seconds.The novel process can be used to prepare .alpha.- and .beta.-ionone in a technically simple and advantageous manner and in very good yields.
    Type: Grant
    Filed: August 6, 1984
    Date of Patent: January 21, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Otto Hertel, Hans Kiefer, Lothar Arnold
  • Patent number: 4453014
    Abstract: Perfume compositions, perfumed materials and perfumed articles containing one or more isomers of substituted 1.4.4.8-tetramethyl-tricyclo[6.3.0.0.sup.2.5 ]-undecanes as perfume base.Use of one or more isomers of 9-alkanoyl-1.4.4.8-tetramethyl-tricyclo[6.3.0.0.sup.2.5 ]undecanes having formula ##STR1## wherein R is methyl, ethyl or n-propyl as a perfume component in perfume compositions and in imparting fragrance to materials and articles for example soaps, cleaning preparations and cosmetic preparations.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: June 5, 1984
    Assignee: Naarden International N.V.
    Inventor: Antonius J. A. Van der Weerdt
  • Patent number: 4431843
    Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein X represents the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.8 and R.sub.9 represent hydrogen or methyl with the proviso that (i) at least three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen and (ii) when the dashed line is a carbon-carbon single bond and X is: ##STR3## then one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is methyl and the other represents hydrogen; wherein R.sub.5 represents hydrogen, MgZ or Li; wherein Z represents chloro, bromo or iodo and wherein R.sub.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: February 14, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Takao Yoshida
  • Patent number: 4339467
    Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein X represents the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.8 and R.sub.9 represent hydrogen or methyl with the proviso that (i) at least three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen and (ii) when the dashed line is a carbon-carbon single bond and X is: ##STR3## then one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is methyl and the other represents hydrogen; wherein R.sub.5 represents hydrogen, MgZ or Li; wherein Z represents chloro, bromo or iodo and wherein R.sub.
    Type: Grant
    Filed: June 25, 1981
    Date of Patent: July 13, 1982
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Takao Yoshida
  • Patent number: 4334098
    Abstract: Described is the compound trans, trans-.DELTA.-damascone and mixtures of trans, trans-.DELTA.-damascone and its isomer, cis, trans-.DELTA.-damascone is in a major proportion, a process for preparing same and processes for adding such trans, trans-.DELTA.-damascone or such mixtures containing high proportions of trans, trans-.DELTA.
    Type: Grant
    Filed: March 23, 1979
    Date of Patent: June 8, 1982
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja D. Mookherjee, Robert W. Trenkle, Richard A. Wilson, Frederick L. Schmitt, Manfred H. Vock, Edward J. Granda, Joaquin Vinals, Jacob Kiwala, William L. Schreiber
  • Patent number: 4281204
    Abstract: The present invention relates to substituted spirocyclic derivatives having the general formula: ##STR1## wherein the dotted line represents a carbon-carbon double bond or a carbon-carbon single bond, wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are each the same or different, hydrogen or lower alkyl, wherein Z is one of the following: ##STR2## wherein R.sub.7 is either hydrogen or lower alkyl, wherein R.sub.8 and R.sub.9 are each lower alkyl; their methods of preparation and their use as odor-modifying ingredients in perfumes and perfumed products, and as flavor-modifying ingredients in the flavoring of foodstuffs and tobacco products.
    Type: Grant
    Filed: October 5, 1979
    Date of Patent: July 28, 1981
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Brian J. Willis, Robert G. Eilerman
  • Patent number: 4277625
    Abstract: New process for the preparation of muscone, a valuable macrocyclic musky perfume ingredient. The process makes use of an .alpha.,.omega.-dialdehyde as starting material.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: July 7, 1981
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Arnold Hauser, Gunther Ohloff