Aldehyde Reacted With Ketone Patents (Class 568/313)
-
Patent number: 11434189Abstract: A method for isolating curcuminoids from turmeric rhizome includes the steps of a) subjecting the turmeric rhizome to extraction with a first ethanol solution having an ethanol concentration ranging from 90% to 100% at a stirring speed ranging from 100 rpm to 300 rpm so as to obtain an ethanol-extracted product; and b) subjecting the ethanol-extracted product to crystallization with a second ethanol solution having an ethanol concentration ranging from 90% to 100 at a temperature ranging from 2° C. to 8° C. and a stirring speed ranging from 40 rpm to 300 rpm so as to obtain the curcuminoids.Type: GrantFiled: October 20, 2021Date of Patent: September 6, 2022Assignees: I-MEI FOODS CO., LTD.Inventors: Ken-Pei Wong, Ya-Chi Tsai
-
Publication number: 20150071866Abstract: A method is described for producing a compound having the formula (I) or an admixture comprising a compound having the formula (I), having the following steps: dissolving an indanone having the formula (II) in a solvent or in an admixture which contains a solvent, the solvent being selected from the group of solvents which form an azeotrope with water, converting the indanone having the formula (II) with an aromatic aldehyde having the formula (III) in the presence of at least one organic base, according to the drawing: where R1 and R2 independently of each other signify hydrogen or a branched or unbranched alkyl group having from 1 to 12 carbon atoms and where R3, R4, R5, R6, R7, R8, R9, R10 and R11 independently of each other signify hydrogen, hydroxy or a branched or unbranched alkyl or alkoxy group having from 1 to 12 carbon atoms and removing water formed from the reaction admixture during the conversion.Type: ApplicationFiled: August 24, 2012Publication date: March 12, 2015Applicant: SYMRISE AGInventors: Oskar Koch, Dietmar Schatkowski, William Johncock, Christel Jahnke, Karl-Georg Fahlbusch
-
Publication number: 20140275400Abstract: The present invention provides methylene beta-diketone monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-diketones of the invention, a beta-diketone is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-diketone monomer. The present invention further compositions and products formed from methylene beta-diketone monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).Type: ApplicationFiled: October 18, 2012Publication date: September 18, 2014Inventors: Yangbin Chen, Adam G. Malofsky, Jeffrey M. Sullivan, Stanley C. Wojciak, Tanmoy Dey, Bernard M. Malofsky
-
Patent number: 8809591Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, methyl tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.Type: GrantFiled: August 25, 2011Date of Patent: August 19, 2014Assignee: DSM IP Assets B.V.Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
-
Publication number: 20140039184Abstract: The present disclosure relates to a compound of formula (1): where R1 through R8, which can be identical or different from each other, each are selected from of the group comprising hydrogen and the radical —(CH2)k—X, where k is a whole number from 1 to 20 and where X is an organic radical comprising a) at least one neutral, protonizable nitrogen atom and/or b) at least one positively charged nitrogen atom, under the provision that at least 1 radical R1 through R8 is not hydrogen. The invention further relates to the production and use of said compound.Type: ApplicationFiled: February 23, 2012Publication date: February 6, 2014Inventors: Wolfgang Bäumler, Ariane Felgenträger, Karin Lehner, Tim Maisch, Johannes Regensburger, Francesco Santarelli, Andreas Spath
-
Publication number: 20140039182Abstract: The present invention relates to compositions, for example, the DBU/Hexafluoroacetone hydrate salt, and processes of preparing and using the same for the modification of chemical compounds via the release of trifluoroacetate. The DBU/Hexafluoroacetone hydrate salt can perform trifluoromethylation reactions on chemical compounds, such as carbonyl group-containing compounds.Type: ApplicationFiled: March 22, 2012Publication date: February 6, 2014Inventors: David A. Colby, Mark V. Riofski, Changho Han
-
Patent number: 8618346Abstract: The subject invention provides a potentially economically viable process for the destruction of small to large quantities of sulfur and nitrogen mustards and lewisite, their homologous/analogues, and similar chemical warfare agents at ambient conditions without producing any toxic by-products. The process uses the superoxide ion that is either electrochemically generated by the reduction of oxygen in ionic liquids or chemically by dissolving Group 1 (alkali metals) or Group 2 (alkaline earth metals) superoxides, e.g. potassium superoxide, in ionic liquids.Type: GrantFiled: March 26, 2008Date of Patent: December 31, 2013Assignee: King Saud UniversityInventors: Inas Muen Al Nashef, Saeed M. Al Zahrani
-
Publication number: 20130289295Abstract: The present invention relates to a new process for the diastereoselective preparation of (1R*,4R*,5S*,6S*)-6-hydroxy-5-arylbicyclo[2.2.2]octan-2-one compounds, the compounds of the formula (II), which may subsequently be further transformed to 5-aryl-bicyclo[2.2.2]oct-5-en-2-one compounds of the formula (I): The present invention further relates to novel (1R*,2S*,3S*,4R*)-6-oxo-3-arylbicyclo[2.2.2]octan-2-yl methanesulfonate compounds as such, which compounds are useful intermediates in the preparation of 5-aryl-bicyclo[2.2.2]oct-5-en-2-one compounds of the formula (I).Type: ApplicationFiled: October 19, 2011Publication date: October 31, 2013Applicant: Actelion Pharmaceuticals Ltd.Inventors: Stefan Abele, Jacques-Alexis Funel
-
Publication number: 20130289229Abstract: A complex of formula (I): wherein M is zirconium or hafnium; each X is a sigma ligand; L is a divalent bridge selected from —R?2C—, —R?2C—CR?2—, —R?2Si—, —R?2Si—SiR?2—, —R?2Ge—, wherein each R? is independently a hydrogen atom, C1-C20-hydrocarbyl, tri(C1-C20-alkyl)silyl, C6-C20-aryl, C7-C20-arylalkyl or C7-C20-alkylaryl; each R1 is a C4-C20 hydrocarbyl radical branched at the ?-atom to the cyclopentadienyl ring, optionally containing one or more heteroatoms belonging to groups 14-16, or is a C3-C20 hydrocarbyl radical branched at the ?-atom to the cyclopentadienyl ring where the ?-atom is an Si-atom; n is 0-3; each R18 is the same or different and may be a C1-C20 hydrocarbyl radical optionally containing one or more heteroatoms belonging to groups 14-16; each R4 is a hydrogen atom or a C1-6-hydrocarbyl radical; each W is a 5 or 6 membered aryl or heteroaryl ring wherein each atom of said ring is optionally substituted with an R5 group each R5 is the same or different and is a C1-C20 hydrocarbyl radical optionType: ApplicationFiled: June 29, 2011Publication date: October 31, 2013Applicant: BOREALIS AGInventors: Pascal Castro, Luigi Resconi, Lauri Huhtanen
-
Publication number: 20130211080Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.Type: ApplicationFiled: August 25, 2011Publication date: August 15, 2013Applicant: DSM IP ASSETS B.V.Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
-
Publication number: 20120296011Abstract: A phenolic compound which can be obtained by reacting the compound of the formula (1): wherein R1 groups are each independently present and represent a hydrogen atom etc. with the formula (6): wherein R4 groups are each independently present and represent a hydrogen atom etc.; and k represents the number of R4 groups and is an integer of 0 to 4 and an epoxy resin which can be obtained by reacting the phenolic compound with an epihalohydrin are excellent in solvent solubility and also of which cured product has an excellent thermal conductance.Type: ApplicationFiled: January 28, 2011Publication date: November 22, 2012Applicant: NIPPONKAYAKU KABUSHIKIKAISHAInventors: Kouichi Kawai, Katsuhiko Oshimi, Takao Sunaga, Kazuma Inoue
-
Publication number: 20120238549Abstract: The invention provides a compound of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.Type: ApplicationFiled: March 15, 2012Publication date: September 20, 2012Applicant: ABBOTT LABORATORIESInventors: Kevin P. Cusack, Thomas D. Gordon, David C. Ihle, Martin E. Hayes, Eric C. Breinlinger, Anna M. Ericsson, Bin Li, Lei Wang, Gloria Y. Martinez, Andrew Burchat, Adrian D. Hobson, Kelly D. Mullen, Michael Friedman, Michael J. Morytko
-
Patent number: 8168846Abstract: The instant invention relates to a process and plant for the transformation of dangerous wastes containing chromium six as contaminant into non dangerous wastes that can be stored without special care and will be degraded in the environment without time limit. The process basically consists of milling, extracting chromium six in liquid phase and under controlled conditions of stirring, time and temperature, proceeding then, through reduction, to transform the chromium six in chromium three and then precipitating as chromium trioxide, through gasification. The solid resulting from the transformation process can be used as raw material for the manufacturing of firebricks or eventually for the manufacturing of bricks used in the building industry through a process not included in the instant description.Type: GrantFiled: February 7, 2006Date of Patent: May 1, 2012Assignee: Cromotecnica MexicoInventor: Francisco Garcia Fernandez
-
Patent number: 7964755Abstract: Process for the preparation of curcumin by condensation of vanillin with acetylacetone in the presence of boric acid and an aliphatic or araliphatic amine in a highly polar, aprotic solvent, under concomitant removal of water.Type: GrantFiled: March 19, 2007Date of Patent: June 21, 2011Assignee: DSM IP Assets B.V.Inventor: Christof Wehrli
-
Patent number: 7855310Abstract: The invention relates to the field of aryl hydrocarbon receptor (Ah receptor; AhR) antagonists and their uses.Type: GrantFiled: April 30, 2007Date of Patent: December 21, 2010Assignee: SYMRISE GmbH & Co. KGInventors: Martina Herrmann, Oskar Koch, Gabriele Vielhaber, Jean Krutmann
-
Publication number: 20100312015Abstract: Process for the preparation of curcumin by condensation of vanillin with acetylacetone in the presence of boric acid and an aliphatic or araliphatic amine in a highly polar, aprotic solvent, under concomitant removal of water.Type: ApplicationFiled: March 19, 2007Publication date: December 9, 2010Inventor: Christof Wehrli
-
Publication number: 20090208433Abstract: The invention relates to the field of aryl hydrocarbon receptor (Ah receptor; AhR) antagonists and their uses.Type: ApplicationFiled: April 30, 2007Publication date: August 20, 2009Applicant: Symrise GmbH & Co., KGInventors: Martina Herrmann, Oskar Koch, Gabriele Vielhaber, Jean Krutmann
-
Patent number: 7507864Abstract: The present invention relates to improved methods for achieving the synthesis of 1,7-diaryl-1,6-heptadiene-3,5-diones, and in particular curcumin and its analogues. The invention provides a process for synthesizing such compounds in substantial yield and purity using environmentally benign processes and materials. The invention also relates to the use of such synthesized products in the treatment of Alzheimer's Disease and other diseases.Type: GrantFiled: July 24, 2007Date of Patent: March 24, 2009Assignee: Salisbury UniversityInventors: Jeffrey Christopher Miller, Miguel O. Mitchell
-
Patent number: 7432401Abstract: This patent of invention reports the method for the preparation of 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-1,4-dien-3-one and derivatives with antitumoral properties: the sample denominated 37 compound was obtained with high yield and purity with ultrasonic technique presenting cytostatic activity (growth inhibition) in the concentrations evaluated and cytotoxic activity (cellular death) from the concentration of 0.25 mg/mL against nine different types of human cancer cell lines. This compound has a LD50, equals to 8.54 g/Kg. That means this product can be considered itself as practically nontoxic. Doxorubicin, anticarcinogen medicine used as reference in all these tests, is a product extremely toxic (LD50 of 20 mg/Kg) and it does not inhibit the growth of Mama NCI-ADR cell line (the one that expresses the phenotype of resistance against multiple drugs), therefore, out product presented a strong cytostatic activity.Type: GrantFiled: November 28, 2003Date of Patent: October 7, 2008Assignee: Fundação de Amparo a Pesquisa Do Estado de São PauloInventors: José Agustin Quincoces Suárez, Klaus Peseke, Markus Kordian, João Ernesto Carvalho, Luciana Konecny Kohn, Márcia Aparecida Antônio, Heloiza Brunhari
-
Patent number: 7161041Abstract: The present invention provides a process for producing 2-(1-hydroxyalkyl)cycloalkanone and/or 2-(1-hydroxyaryl)cycloalkanone in high yield and selectivity, as well as a process using the same to produce a cycloalkanone derivative useful as a perfume material and a physiologically active substance. Disclosed is a process for producing compound (3), which includes subjecting a cycloalkanone, and aldehyde (2) containing carboxylic acid (1), to aldol condensation in the presence of water and a basic catalyst, wherein the molar amount (referred to hereinafter as A) of the basic catalyst added is not less than the molar amount (referred to hereinafter as B) of the carboxylic acid (1) contained in the aldehyde (2) and the difference between A and B, that is, (A?B) is 0.06 mol or less per mol of the aldehyde (2), as well as a process for producing compounds (7) and (8) by using the compound (3) obtained by the above process.Type: GrantFiled: December 16, 2003Date of Patent: January 9, 2007Assignee: Kao CorporationInventors: Koji Mine, Kimikazu Fukuda
-
Patent number: 7119234Abstract: The present invention relates to a method for the preparation of as 1-(4-Chlorophenyl)-4,4-dimethylpent-1-ene-3-one, also known as Phenyl aldol. The process of the present invention utilizes catalysts. The process enables the manufacture of the Phenyl aldol in the absence of a solvent and without crystalization or filtration steps. Yields in the range of about greater than 95% with purities in the range of about greater than 95% have been obtained with the present invention.Type: GrantFiled: November 19, 2004Date of Patent: October 10, 2006Assignee: Bayer Cropscience LPInventors: Shekhar V. Kulkarni, Joe J. Hanson
-
Patent number: 6995289Abstract: A method for the synthesis of an ?,?-unsaturated ketone useful for making substituted 1,4-dihydropyridines is described by reacting an aldehyde with pyrrolidine and then adding a ketone followed by trifluoroacetic acid at low temperature. The synthesis is used in a process for making substituted 1,4-dihydropyridines wherein a vinylogous amide is prepared by reacting a 1,3-cyclohexanedione with a phenylethylamine. The ?,?-unsaturated ketone can be reacted with a vinylogous amide to form a 1,5-diketone which can be converted to a substituted 1,4-dihydropyridine.Type: GrantFiled: July 31, 2001Date of Patent: February 7, 2006Assignee: Astrazeneca ABInventors: Ian Patel, Philip Hopes
-
Patent number: 6946579Abstract: 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: GrantFiled: July 2, 2003Date of Patent: September 20, 2005Assignee: Eli Lilly and CompanyInventors: Alexander Glenn Godfrey, Daniel Timothy Kohlman, John Cunningham O'Toole, Yao-Chang Xu, Tony Yantao Zhang
-
Patent number: 6900356Abstract: This invention relates to novel polyhydroxy curcumins of the formula (I), wherein R and R1 may be same or different and are selected from H, OH and OCH3. This invention also includes a process for synthesising the above polyhydroxy curcumins by reacting substituted aromatic alhehydes with a diketone in the presence of boron oxide, alkyl borate and a primary or secondary amine catalyst. If desired, the resulting compounds can be deprotected by known means. These compounds are used as anti-oxidants.Type: GrantFiled: April 18, 2001Date of Patent: May 31, 2005Assignee: Laila ImpexInventors: Ganga Raju Gokaraju, Venkata Subbaraju Gottumukkala, Venkateswarlu Somepalli
-
Publication number: 20040133044Abstract: A method for aldol reaction in water, which comprises: reacting an aldehyde with a silyl enol ether in an aqueous medium in the presence of a boronic acid represented by the following general formula (1):Type: ApplicationFiled: February 23, 2004Publication date: July 8, 2004Inventors: Shu Kobayashi, Kei Manabe
-
Patent number: 6610889Abstract: Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.Type: GrantFiled: October 31, 2001Date of Patent: August 26, 2003Assignee: The Board of Trustees of the Leland Stanford Junior UniversityInventors: Barry M. Trost, Hisanaka Ito
-
Patent number: 6541672Abstract: The invention deals with the derivatives of benzilidine having basic formula as follows (I): wherein X can be cyclohexanone, cyclopentanone, or acetone, while Y and Z can be either electron withdrawing, electron donating or steric group. Y may or may not be the same with Z. Methyl, ethyl, methoxy group or halogen were prefered in the experiment. The benzilidine cyclohexanone, benzilidine cyclopentanone, and benzilidine acetone derivates were found to be novel compounds showing anti-bacterial, antioxidant, and anti-inflammatory activities that enable them to be used for drug.Type: GrantFiled: February 20, 1998Date of Patent: April 1, 2003Assignee: Faculty of Pharmacy, The University of Gadjah MadaInventors: Sardjiman, Mochammad Samhoedi Reksohadiprodjo, Henk Timmerman
-
Patent number: 6518316Abstract: A compound of formula (I), wherein &agr;X is ═O, ═N—OR6, &bgr;NHR or &bgr;OH wherein R6 is H or C1-C6 alkyl, bond a is oriented &ggr; or &dgr; and R is H, C1-C6 alkyl which is unsubstituted or substituted by C6-C10 aryl, or C3-C6 cycloalkyl; &egr; is a bond when &zgr; and &eegr; are not bonds or, when X is ═O, &zgr; and &eegr; are both bonds and &egr; is not a bond; R1 and R2, which are the same or different, are H or a halogen; R3 and R4, which are the same or different, are H, C1-C6 alkyl, C3-C6 cycloalkyl, a heterocyclic group or an aromatic group; bond e is oriented &ggr; or &dgr;; and R5 is C1-C6 alkyl; or formula (Ib), or formula (II), or formula (III), has activity as a cytokine production inhibitor and an inhibitor and an inhibitor of tyrosine kinase.Type: GrantFiled: March 27, 2001Date of Patent: February 11, 2003Assignee: Xenova LimitedInventors: Roya Mansour Sadeghi Guilani, Stephen Keith Wrigley, Sangeeta Bahl, Steven Michael Martin, David Andrew Kau, Jenny Seugkin Tang, Michael Moore, David James Hardick
-
Patent number: 6459000Abstract: The present invention provides a liquid phase process for the acylation of aromatic compound by an acylating agent of the formula (R5R6R7)—Y—Z to obtain the corresponding acylated compound using a solid catalyst comprising a metal oxide of the formula AOx with or without a catalyst support, wherein A is a metallic element selected from Ga, In, Ti, Fe and a mixture of two or more thereof, and x is the number of oxygen atoms required to fulfil the valance requirement of A, wherein the catalyst is pretreated with a dry gas comprising a hydrogen halide in the presence or absence of the aromatic compound to be acylated, contacting the hydrogen halide pretreated catalyst with a liquid reaction mixture comprising the aromatic compound and the acylating agent, cooling the reaction mixture, removing the catalyst from the reaction mixture and then separating the reaction products from the reaction mixture.Type: GrantFiled: March 26, 2001Date of Patent: October 1, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ramchandra Choudhary, Suman Kumar Jana
-
Patent number: 6437190Abstract: A process for preparing aldols by catalytic reaction of aldehydes and/or ketones comprises conducting said reaction in the channels of a microstructured reaction system.Type: GrantFiled: November 2, 2001Date of Patent: August 20, 2002Assignee: Siemens Axiva GmbH & Co. KGInventors: Inga Leipprand, Thorsten Lahrs
-
Patent number: 6433230Abstract: &agr;,&bgr;-Unsaturated keto compounds are prepared by base-catalyzed aldol condensation of aldehydes and/or ketones having from 1 to 15 carbon atoms, comprising: reacting the aldehydes and/or ketones with an aqueous catalyst solution under adiabatic reaction conditions; and separating the reaction mixture obtained by rapid distillation into a top product comprising water, aldehyde and/or ketone and a bottom product comprising &agr;,&bgr;-unsaturated keto compounds and aqueous catalyst phase.Type: GrantFiled: November 22, 2000Date of Patent: August 13, 2002Assignee: Oxeno Olefinchemie GmbHInventors: Wilfried Bueschken, Klaus-Diether Wiese, Guido Protzmann
-
Publication number: 20020055655Abstract: A process for preparing aldols by catalytic reaction of aldehydes and/or ketones comprises conducting said reaction in the channels of a microstructured reaction system.Type: ApplicationFiled: November 2, 2001Publication date: May 9, 2002Inventors: Inga Leipprand, Thorsten Lahrs
-
Patent number: 6384284Abstract: A description is given of diphenyl compounds of formula wherein R is a camphor or hydantoin derivative; and R1 is hydrogen; or C1-C5alkyl. These compounds are suitable as light stabilizers in cosmetic, pharmaceutical and veterinary formulations.Type: GrantFiled: March 29, 2001Date of Patent: May 7, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Rudolf Zink, Dieter Reinehr, Helmut Luther, Bernd Herzog
-
Patent number: 6303823Abstract: A process for preparing ketones by so-called “crossed aldol condensation” of a ketone with an aldehyde in the presence of a catalyst system consisting of approximately equimolar amounts of a secondary amine and of a carboxylic acid containing at least 2 C atoms, to form an &agr;,&bgr;-unsaturated ketone, and, where appropriate, subsequent catalytic hydrogenation. The process is used in particular for preparing 6-methyl-3-hepten-2-one by reacting acetone with isovaleraldehyde, and for preparing its hydrogenation product, 6-methylheptan-2-one, which is an important precursor for numerous active substances, in particular for preparing lipid-soluble vitamins such as vitamin E.Type: GrantFiled: December 5, 2000Date of Patent: October 16, 2001Assignee: BASF AktiengesellschaftInventors: Andreas Kramer, Christian Knoll, Johann-Peter Melder, Wolfgang Siegel, Gerd Kaibel
-
Patent number: 6277357Abstract: The invention relates to ketotricyclo[5.2.1.0]-decane derivatives of the formula I wherein Phe is a phenyl group which is unsubstituted or substituted by 1 to 5 hydroxyl, alkyl or alkoxy groups having 1 to 10 C atoms, and their preparation and use as UV filters, in particular in cosmetic or pharmaceutical formulations.Type: GrantFiled: October 19, 1993Date of Patent: August 21, 2001Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Schwarz, Ingeborg Stein, Ulrich Heywang, Jürgen Eckstein
-
Patent number: 6278025Abstract: The invention relates to a process for the preparation of substituted dibenzoylmethane compounds of the formula I, which comprises a1) condensing benzaldehydes of the formula II with acetophenones of the formula III to give the chalkones of the formula IV or a2) condensing benzaldehydes of the formula V with acetophenones of the formula VI to give the chalkones of the formula VII b) converting the chalcones of the formulae IV and VII into the dibenzoylmethane compounds of the formula I, the substituents R1 and R2 being defined as in the description.Type: GrantFiled: October 13, 1999Date of Patent: August 21, 2001Assignee: BASF AktiengesellschaftInventors: Thorsten Habeck, Frank Prechtl
-
Publication number: 20010003784Abstract: A process for preparing ketones by so-called “crossed aldol condensation” of a ketone with an aldehyde in the presence of a catalyst system consisting of approximately equimolar amounts of a secondary amine and of a carboxylic acid containing at least 2 C atoms, to form an &agr;,&bgr;-unsaturated ketone, and, where appropriate, subsequent catalytic hydrogenation.Type: ApplicationFiled: December 5, 2000Publication date: June 14, 2001Inventors: Andreas Kramer, Christian Knoll, Johann-Peter Melder, Wolfgang Siegel, Gerd Kaibel
-
Patent number: 5981073Abstract: Novel dibenzoylresorcinol-based compounds are disclosed wherein the dibenzoylresorcinol is bonded to the residue of either an alcohol or a carboxylic acid group, via a methylene carboxylate linking group; and wherein the dibenzoylresorcinol is bonded directly to a substituted or unsubstituted aryl group which does not include a pendent hydroxyl group. The groups attached to the dibenzoylresorcinol may contain a wide variety of functional sites which permit further reaction, e.g., copolymerization. The described compounds are very useful as UV light absorbers and may be used to form improved coating compositions which usually include a transparent, polymeric matrix material. The coating compositions may be applied to various substrates, e.g., thermoplastics, to afford a selection of enhanced properties, such as UV light resistance and abrasion resistance.Type: GrantFiled: January 16, 1997Date of Patent: November 9, 1999Assignee: General Electric CompanyInventors: James Edward Pickett, Wen P Liao, Amy Kathleen Simonian, Gregory Ronald Gillette
-
Patent number: 5861538Abstract: A mixture formed from an alkoxy-2-naphthaldehyde (e.g., 6-methoxy-2-naphthaldehyde), acetone, and aqueous NaOH and/or KOH is heated at about 20.degree. to about 56.degree. C. for about 0.25 to about 2 hours such that the conversion of monoalkoxy-substituted 2-naphthaldehyde is at least 97% and the yield of (alkoxy-substituted 2-naphthyl)-3-buten-2-one is at least 95% based on the monoalkoxy-substituted 2-naphthaldehyde used in forming the mixture. The (alkoxy-substituted 2-naphthyl)-3-buten-2-one can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of precursors of nabumetone and related pharmaceuticals by a clean, highly efficient reaction.Type: GrantFiled: August 4, 1997Date of Patent: January 19, 1999Assignee: Albemarle CorporationInventor: Kevin J. Theriot
-
Patent number: 5847225Abstract: A mixture formed from 2-naphthaldehyde (e.g., 6-methoxy-2-naphthaldehyde) and a dihydrocarbyl ketone having at least one hydrogen atom in the .alpha.-position (e.g., acetone) is heated in the presence of a heterogeneous basic catalyst (e.g., basic alumina) such that the unsaturated 2-naphthyl ketone is formed. The unsaturated ketone can be hydrogenated using, for example, a Pd/C catalyst to form the corresponding saturated ketone. The process enables efficient production of nabumetone and related pharmaceuticals by a clean reaction.Type: GrantFiled: April 25, 1997Date of Patent: December 8, 1998Assignee: Albemarle CorporationInventors: Venkataraman Ramachandran, Stephen E. Belmont
-
Patent number: 5759689Abstract: A compound of the formula: ##STR1## is blended with a polycarbonate resin to obtain an ultra-violet light degradation resistant article.Type: GrantFiled: June 13, 1996Date of Patent: June 2, 1998Assignee: General Electric CompanyInventor: Ronald F. Sieloff
-
Patent number: 5741937Abstract: Arylidene-substituted alkylcycloalkanones are prepared from alkyl-substituted cycloalkanones by reaction with aromatic carbonyl compounds in the presence of a basic catalyst and water.Type: GrantFiled: June 21, 1996Date of Patent: April 21, 1998Assignee: Bayer AktiengesellschaftInventors: Nikolaus Muller, Thomas Essert
-
Patent number: 5712419Abstract: An improved method of making methylene-bridged 4,6-dibenzoylresorcinol dimers in a single step in high yield quantities is provided. The method heats a 4,6-dibenzoylresorcinol (DBR) with a para-aldehyde or an aromatic aldehyde in a carboxylic acid solvent in the presence of a strong acid catalyst.Type: GrantFiled: December 23, 1996Date of Patent: January 27, 1998Assignee: General Electric CompanyInventor: James Edward Pickett
-
Patent number: 5679864Abstract: The invention is directed to a process for the synthesis of curcumin and curcumin-related compounds by reacting the enol form of a 2,4-diketone with a monocarbocyclic aldehyde in the presence of an organic amine catalyst. The reactants are dissolved in a highly polar, aprotic organic solvent. The curcumin-related product is recovered in crystalline form by precipitation from the reaction mass and solvent recrystallization.Type: GrantFiled: November 3, 1995Date of Patent: October 21, 1997Assignee: Gene Print Inc.Inventors: Mark Harry Krackov, Harold Edward Bellis
-
Patent number: 5637774Abstract: Disclosed is a very economical way to produce vinyl carbonyls such as ethyl vinyl ketone. Disclosed also is a purification process of separating vinyl carbonyls and coreactants. The catalyst and reaction conditions give useful yields of vinyl carbonyls, the thermodynamically unfavorable product along with coreactants that are more thermodynamically favored. Disclosed also is the separation of reactants that takes place at low distillation temperatures and pressures in the presence of antioxidant.Type: GrantFiled: September 29, 1995Date of Patent: June 10, 1997Assignee: Eastman Chemical CompanyInventor: William A. Beavers
-
Patent number: 5372995Abstract: 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: GrantFiled: April 15, 1994Date of Patent: December 13, 1994Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Richard A. Weiss, Marie R. Hanna
-
Patent number: 5300654Abstract: .beta.-hydroxyketones are prepared by reacting an aldehyde with acetone in the presence of perhydroisoindole or pyrrolidine and water. The resulting .beta.-hydroxyketone is further reacted in the presence of a solvent mixture to produce .alpha.-.beta.-unsaturated ketones.Type: GrantFiled: July 15, 1991Date of Patent: April 5, 1994Assignee: Nippon Soda Co., Ltd.Inventors: Masashi Nakajima, Tadashi Kyotani, Mikio Sawaki
-
Patent number: 5290357Abstract: A composition for and method of dispersing particles of hydraulic cement in a slurry of hydraulic cement in water, wherein the composition is the reaction product of a ketone, an aldehyde, a cyanide and, optionally, a sulfite. The dispersant properties of the composition can be enhanced by further reacting the composition with hydroxide.Type: GrantFiled: December 22, 1992Date of Patent: March 1, 1994Assignee: Halliburton CompanyInventor: Larry Eoff
-
Patent number: 5278343Abstract: 2-Methyl-1-naphthol is obtained by isomerization of 2-methylene-1-tetralone. For the isomerization of 2-methylene-1-tetralone there is used a Pd-, Rh- or Ru-based catalyst that has been previously treated with hydrogen gas. 2-Methylene-1-tetralone synthesized from 1-tetralone by the Mannich reaction can be used for this purpose.Type: GrantFiled: February 22, 1993Date of Patent: January 11, 1994Assignee: Kuraray Company, Ltd.Inventors: Masato Taniura, Yoshin Tamai
-
Patent number: RE49223Abstract: The present invention provides a water-soluble fluorescent compound of resveratrone 6-O-?-glucoside [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one] and its derivatives of Formula I which have at least one water-soluble substituent, and a method for preparing the same by a photochemical reaction of resveratrol 3-O-?-glucoside and its derivatives of having Formula 3 which are not fluorescent. Said new water-soluble fluorescent compounds has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity, and can be usefully utilized in fields that requires water-soluble fluorescent characteristics (diagnosis, fluorescent probe, in vivo imaging, display, etc.).Type: GrantFiled: April 29, 2020Date of Patent: September 27, 2022Assignees: SNU R&DB FOUNDATION;, GLOBAL FRONTIER CENTER FOR MULTISCALE ENERGY SYSTEMSInventors: Seong Keun Kim, Il Seung Yang, Seon Jin Hwang, Jung Eun Lee, Jong Woo Lee, Jun Hee Kang, Eun Hak Lim