Carbon Donded Directly At The 2-, 3-, 5- Or 6- Position Patents (Class 552/309)
  • Patent number: 9932286
    Abstract: Methods of treating or suppressing mitochondrial diseases, such as Friedreich's ataxia (FRDA), Leber's Hereditary Optic Neuropathy (LHON), mitochondrial myopathy, encephalopathy, lactacidosis, stroke (MELAS), or Kearns-Sayre Syndrome (KSS) are disclosed, as well as compounds useful in the methods of the invention. Methods and compounds useful in treating other disorders are also disclosed. Energy biomarkers useful in assessing the metabolic state of a subject and the efficacy of treatment are also disclosed. Methods of modulating, normalizing, or enhancing energy biomarkers, as well as compounds useful for such methods, are also disclosed.
    Type: Grant
    Filed: December 29, 2015
    Date of Patent: April 3, 2018
    Assignee: BioElectron Technology Corporation
    Inventors: Guy M. Miller, Sidney M. Hecht, Orion D. Jankowski, Kieron E. Wesson, Paul Mollard
  • Patent number: 8809555
    Abstract: Provided is an anti-leishmanial compound represented by formula (1):
    Type: Grant
    Filed: October 13, 2011
    Date of Patent: August 19, 2014
    Assignee: Aoyama Gakuin Educational Foundation
    Inventors: Junji Kimura, Shohei Horie, Harumi Marushima, Yoshitsugu Matsumoto, Chizu Sanjoba, Yasutaka Osada
  • Publication number: 20120295985
    Abstract: The present invention is concerned with a method for improving blood glucose control or for preventing or treating a condition requiring increasing insulin sensitivity or reducing insulin resistance in a subject in need of such control which comprises administering to the subject a composition comprising a therapeutically effective amount of one or more quinones of Formula I.
    Type: Application
    Filed: November 18, 2011
    Publication date: November 22, 2012
    Inventors: Guy M. Miller, William D. Shrader, Martin J. Thoolen
  • Publication number: 20120142786
    Abstract: Oregano extract can act as a stimulant, yet it does not interfere with sleep patterns or induce nervousness the way many stimulants such as caffeine can. It also has the benefits of promoting improved vigilance, improving attention and ability to focus on a task, and improving general alertness.
    Type: Application
    Filed: February 19, 2010
    Publication date: June 7, 2012
    Inventors: Regina Goralczyk, Jonas Wittwer, Hasan Mohajeri
  • Publication number: 20110244060
    Abstract: This invention relates to a rich antioxidant nutraceuticals prepared from Nigella sativa seeds for the treatment and prevention of hypercholesterolemia. These nutraceuticals when taken enterally has shown successfully to have hypocholesterolmic, antiatherogenic and antioxidant activities using in vitro and in vivo study. The invention provides a clear explanation on the molecular mechanism by which nutraceuticals prepared from the Nigella sativa seeds exerted its hypocholesterolemic effect.
    Type: Application
    Filed: August 7, 2009
    Publication date: October 6, 2011
    Applicant: UNIVERSITI PUTRA MALAYSIA
    Inventors: Maznah Ismail, Ghanya Al-Naqeeb
  • Patent number: 7432305
    Abstract: Methods of treating or suppressing mitochondrial diseases, such as Friedreich's ataxia (FRDA), Leber's Hereditary Optic Neuropathy (LHON), mitochondrial myopathy, encephalopathy, lactacidosis, stroke (MELAS), or Kearns-Sayre Syndrome (KSS) are disclosed, as well as compounds useful in the methods of the invention. Energy biomarkers useful in assessing the metabolic state of a subject and the efficacy of treatment are also disclosed.
    Type: Grant
    Filed: September 15, 2006
    Date of Patent: October 7, 2008
    Assignee: Edison Pharmaceuticals, Inc.
    Inventors: Guy M. Miller, Sidney M. Hecht
  • Patent number: 7064124
    Abstract: A NF-?B inhibitor represented by the following formula (I) is provided: ?
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: June 20, 2006
    Assignees: Daiichi Suntory Pharma Co., Ltd., Daiichi Suntory Biomedical Research Co., Ltd.
    Inventors: Kenji Suzuki, Yoichi Nunokawa, Naohisa Ogou
  • Patent number: 6815565
    Abstract: A method is described for the simultaneous preparation of p-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls, respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. The method also comprises reducing the p-benzoquinone to its corresponding hydroquinone in the presence of the p-bromophenol. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced. The method also allows for the recycling of many of the reagents used, thereby reducing the cost of producing each monomer.
    Type: Grant
    Filed: November 7, 2003
    Date of Patent: November 9, 2004
    Assignee: General Electric Company
    Inventors: Ryan Christopher Mills, Eric James Pressman, Timothy Leigh Chuck, John Yaw Ofori
  • Patent number: 6695617
    Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.
    Type: Grant
    Filed: October 18, 2000
    Date of Patent: February 24, 2004
    Assignee: Southwest Research Institute
    Inventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
  • Patent number: 6696585
    Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.
    Type: Grant
    Filed: September 22, 2000
    Date of Patent: February 24, 2004
    Assignees: Southwest Research Institute, Board of Regents, The University of Texas System
    Inventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
  • Patent number: 6693221
    Abstract: A method is described for the simultaneous preparation of 4-bromophenols and p-benzoquinones, intermediates useful in the preparation of hydroquinones and 4,4′-dihydroxybiphenyls respectively. Hydroquinones and 4,4′-dihydroxybiphenyls are useful monomers for the preparation of a variety of polymers. In one example phenol is reacted with in the presence of HBr, a catalytic amount of cupric bromide and a stoichiometric excess of oxygen under relatively mild conditions to provide a mixture of the phenol, 4-bromophenol, and 1,4-benzoquinone. Phenol conversion was 54 percent and selectivities for bromophenol and benzoquinone were 23% and 37% respectively. Limiting the amount of HBr present in the reaction mixture was shown to control the amount of benzoquinone produced.
    Type: Grant
    Filed: April 4, 2003
    Date of Patent: February 17, 2004
    Assignee: General Electric Company
    Inventors: Ryan Christopher Mills, Timothy Leigh Chuck
  • Patent number: 6506539
    Abstract: A complex of a dye cation and an anionic TCNQ derivative of the formula (I): in which [Dye]+ is a dye cation, L1 is a linking group, R1 is a substituent group, p is an integer of 1-4, and r is an integer of 0-3 under the condition of 1<p+r<4, is favorably employable as a dye compound for preparing a recording layer of CD-R or DVD-R.
    Type: Grant
    Filed: April 6, 2001
    Date of Patent: January 14, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinichi Morishima, Takashi Usami
  • Publication number: 20020143198
    Abstract: A method of oxidizing trimethylphenol (TMP) to trimethylbenzoquinone (TMBQ) by various molecular sieves containing various transition metals. In this method, TMP, a molecular sieve containing a transition metal in its framework, an oxidant and a solvent are mixed together to form a reaction system. The reaction system reacting at a temperature of about room temperature to 150° C. to obtain TMBQ, and the concentration of TMP is about 5-60% wt.
    Type: Application
    Filed: July 25, 2001
    Publication date: October 3, 2002
    Inventors: Soofin Cheng, Chia-Lung Tsai, Berryinne Chou, Debasish Das
  • Patent number: 6410765
    Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: June 25, 2002
    Assignee: Southwest Research Institute
    Inventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
  • Patent number: 6303801
    Abstract: A process for producing an alkyl-substituted hydroquinone, wherein said process comprises reacting a hydroquinone compound represented by the general formula (1) wherein R1 and R2 independently represent a hydrogen atom or a straight or branched chain alkyl group having 1 to 10 carbon atoms, R independently represent a straight or branched chain alkyl group having 1 to 10 carbon atoms and n represents an integer of 0 to 2, with a monohydric or dihydric alcohol in the presence of a catalyst and under the condition in which said alcohol is in a supercritical state by substitution of at least one hydrogen atom on the aromatic ring in said hydroquinone compound.
    Type: Grant
    Filed: March 2, 2000
    Date of Patent: October 16, 2001
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tomoyuki Suzuki, Toshio Sasaki
  • Patent number: 6258974
    Abstract: There are disclosed amphoteric nano-sized metal oxide particles functionalized with silyl esters of a phosphonate and composites thereof with an acrylate-based monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Also disclosed are the method making such functionalized particular by reacting a metal oxide with a silyl ester of a phosphonate in the presence of a non-aqueous solvent and in an inert atmosphere and the method of making the composites wherein the functionalized particles are admixed with an acrylate-based matrix monomer, including liquid crystal monomers photopolymerizable at ambient temperature. Further disclosed is the method of dental repair wherein the composites are applied to a tooth and photopolymerized.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: July 10, 2001
    Assignee: Southwest Research Institute
    Inventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
  • Patent number: 5932753
    Abstract: A process for producing 2-methyl-1,4-benzoquinone at a high conversion, a high selectivity and at a low cost by oxidizing m-cresol with oxygen at a low partial pressure in the presence of at least one copper (I) halide catalyst and a mixed solvent of ketone and acetonitrile. The 2-methyl-1,4-benzoquinone is useful as an intermediate compound to produce vitamin K.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: August 3, 1999
    Assignee: Chuo Chemical Co., Inc.
    Inventors: Kenji Onodera, Eiko Nakatu, Masayuki Kobayashi
  • Patent number: 5712402
    Abstract: A neutral templating route to mesoporous molecular sieves based on H-bonding and self-assembly between neutral primary amine or diamine surfactants (S.degree.) and neutral inorganic precursors (I.degree.) has been used to prepare hexagonal and lamellar mesoporous silicas with site isolated transition metal centers. This templating approach allows for the preparation of hexagonal or hexagonal-like mesoporous oxidation catalysts with large framework wall thickness of at least about 17 .ANG., small elementary particle size (.ltoreq.400 .ANG.), and unique combinations of framework-confined mesopores and textural mesopores while at the same time providing for facile recovery of the neutral template by simple solvent extraction.These new mesoporous metallosilicate molecular sieves exhibit exceptional catalytic activity for peroxide hydroxylation of benzene and oxidation of substituted aromatics with kinetic diameters that are too large (larger than 6 .ANG.
    Type: Grant
    Filed: March 23, 1995
    Date of Patent: January 27, 1998
    Assignee: Board of Trustees operating Michigan State University
    Inventors: Thomas J. Pinnavaia, Peter T. Tanev, Wenzhong Zhang, Jialiang Wang, Malama Chibwe
  • Patent number: 5616734
    Abstract: The invention relates to the use of compounds of the formula IR.sup.1.sub.a Re.sub.b O.sub.c (I),where a is from 1 to 6, b is from 1 to 4 and c is from 1 to 14 and the sum of a, b and c is in accordance with the valence of from 5 to 7 of the rhenium, with the proviso that c is not greater than 3.multidot.b, and where R.sup.1 is identical or different and is an aliphatic hydrocarbon radical having from 1 to 10 carbon atoms, an aromatic hydrocarbon radical having from 6 to 10 carbon atoms or an arylalkyl radical having from 7 to 9 carbon atoms, with the radicals R.sup.1 being able, if desired, to be identically or differently substituted independently of one another and, in the case of .sigma.-bonded radicals, at least one hydrogen atom still being bonded to the carbon atom in the .alpha. position, as catalysts for the oxidation of electron-rich aromatic compounds and their derivatives and to a process for the oxidation of electron-rich aromatic compounds which comprises oxidizing electron-rich C.sub.6 -C.sub.
    Type: Grant
    Filed: January 25, 1995
    Date of Patent: April 1, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang A. Herrmann, Joao D. G. Correia, Richard Fischer, Waldemar Adam, Jianhua Lin, Chantu R. Saha-Moller, Masao Shimizu
  • Patent number: 5318993
    Abstract: The present invention relates to novel benzoquinones which are useful as antihyperlipidemic agents. The present invention also provides a process for their preparation, pharmaceutical compositions, and a method for treating birds and mammals in need thereof which comprises administering to said host an effective amount of a benzoquinone of the present invention.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: June 7, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5304658
    Abstract: Quinone derivatives of the general formula: ##STR1## (wherein R.sup.1 and R.sup.2 are the same or different, and independently are a hydrogen atom or a methyl or methoxy group, or R.sup.1 and R.sup.2 combine with each other to represent --CH.dbd.CH--CH.dbd.CH--; R.sup.3 is a hydrogen atom or a methyl group; R.sup.4 is an aliphatic, aromatic or heterocyclic group which may be substituted; R.sup.5 is a methyl or methoxy group, a hydroxymethyl group which may be substituted or a carboxyl group which may be esterified or amidated; Z is a group represented by --C.tbd.C--, --CH.dbd.CH--, ##STR2## n is an integer of 0 to 10; m is an integer of 0 to 3; k is an integer of 0 to 5, provided, however, that in the case of m being 2 or 3, Z and k can vary arbitrarily within the bracketed repeating units) are novel compounds, possess metabolism ameliorating action for polyunsaturate fatty acids, particularly production inhibitory activity of lipid peroxides (antioxidant activity), thromboxane A.sub.
    Type: Grant
    Filed: August 3, 1992
    Date of Patent: April 19, 1994
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Yoshitaka Maki
  • Patent number: 5288752
    Abstract: A compound having the formula (I): ##STR1## wherein A is --CH.sub.2 --, R.sup.1 is CH.sub.3 or OCH.sub.3 ; R.sup.2 is hydroxy or carboxy, carboxylic acid or carboxylic acid ester group; R.sup.3 is H or a lower alkyl; and n is 0 or an integer of 1 to 6 or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: February 22, 1994
    Assignee: Suntory Limited
    Inventors: Toshio Tatsuoka, Kenji Suzuki, Fumio Satoh, Seiji Miyano, Kunihiro Sumoto
  • Patent number: 5262552
    Abstract: An optically active (S)- or (R)-pentane compound of the general formula (11): ##STR1## wherein R.sub.11, R.sub.12 and R.sub.13 independently represent a hydrogen atom or a lower alkyl group having 1 to 4 carbon atoms, R.sub.14 represents a hydroxy, protected hydroxy or oxo group, if R.sub.14 is an oxo group, the ring denoting benzene in the above formula (11) is benzoquinone, R.sub.15 represents a hydrogen atom, hydroxy or acyloxy group, R.sub.16 represents a hydroxy or acyloxy group, and the chiral central carbon marked with a symbol * in said formula (11) alternatively has one of an R-configuration and an S-configuration, is disclosed. Further, intermediate products of the compound of the formula (11) are also disclosed. Still further, a process for manufacturing the above compounds is disclosed. The compound of the formula (11) is easily synthesized from an easily available optically active starting material.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: November 16, 1993
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Seiichi Takano, Kunio Ogasawara
  • Patent number: 5208391
    Abstract: Processes for the preparation of tetracyano-1,4-hydroquinone and its conversion to tetracyano-1,4-benzoquinone via a disilver salt are disclosed.
    Type: Grant
    Filed: July 18, 1991
    Date of Patent: May 4, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carlos Vazquez
  • Patent number: 5180742
    Abstract: Quinone derivatives of the general formula: ##STR1## (wherein R.sup.1 and R.sup.2 are the same or different, and independently are a hydrogen atom or a methyl or methoxy group, or R.sup.1 and R.sup.2 combine with each other to represent --CH.dbd.CH--CH.dbd.CH--R.sup.3 is a hydrogen atom or a methyl group; R.sup.4 is an aliphatic, aromatic or heterocyclic group which may be substituted; R.sup.5 is a methyl or methoxy group, a hydroxymethyl group which may be substituted or a carboxyl group which may be esterified or amidated; Z is a group represented by --C.dbd.C--, --CH.dbd.CH--, ##STR2## n is an integer of 0 to 10; m is an integer of 0 to 3; k is an integer of 0 to 5, provided, however, that in the case of m being 2 or 3, Z and k can vary arbitrarily within the bracketed repeating units) are novel compounds, possess metabolism ameliorating action for polyunsaturated fatty acids, particularly production inhibitory activity of lipid peroxides (antioxidant activity), thromboxane A.sub.
    Type: Grant
    Filed: January 9, 1987
    Date of Patent: January 19, 1993
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Yoshitaka Maki
  • Patent number: 5180842
    Abstract: Disclosed is a process for removing chlorine-containing impurities from quinone compounds such as p-bezonquinone. The process involves extracting a quinone compound containing 1000 ppm or more chlorine with heptane, cyclohexane or a mixture thereof and separating the quinone compound from the extraction mixture. The process provides a means for obtaining quinone compounds containing 50 ppm or less chlorine.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: January 19, 1993
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5175318
    Abstract: Phenols are oxidated to quinones with hydrogen peroxide in the presence of catalytic amounts of bromine, iodine, hydrogen bromide and hydrogen iodide.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: December 29, 1992
    Assignees: Consiglio Nazionale Della Ricerche, Enicham Synthesis, Brichima, S.p.A.
    Inventors: Francesco Minisci, Attilio Citterio, Elena Vismara, Silvia De Bernardinis, Carlo Neri, Luciano Pallini, Mariano Correale
  • Patent number: 5149849
    Abstract: Disclosed is a process for the preparation of quinhydrones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: September 22, 1992
    Inventors: Michael Bellas, Yeong-Jen Kuo, Fred H. Rash
  • Patent number: 5107003
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of ceric trihydroxyhydroperoxide.
    Type: Grant
    Filed: March 18, 1990
    Date of Patent: April 21, 1992
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas, Phillip M. Hudnall
  • Patent number: 5091545
    Abstract: The present invention relates to a process for the catalytic oxidation of hydroxy containing aromatic compounds to form the respective quinone compounds comprising contacting a hydroxy containing aromatic compound of the formula: ##STR1## with a molecular oxygen containing gas in the presence of: (a) a catalytic amount of a cobalt (II) compound,(b) a primary aliphatic amine having the nitrogen atom attached to a tertiary carbon, and(c) an alcohol selected from the group consisting of methyl alcohol, ethyl alcohol, isopropyl alcohol, butyl alcohol, 2,2,2-trifluoroethanol and benzyl alcohol,wherein X is of the formula ##STR2## wherein R is individually selected from the group of radicals consisting of hydrogen, an alkyl having from about 1 to about 18 carbon atoms, an alkoxy having from about 1 to 8 carbon atoms, a phenyl and an aralkyl having 7 to 12 carbon atoms.
    Type: Grant
    Filed: March 2, 1990
    Date of Patent: February 25, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Dane K. Parker
  • Patent number: 5075463
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalytic amount of certain cerium carboxylate salts.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5075462
    Abstract: Disclosed is a process for the preparation of quinones by the catalytic oxidation of aromatic diols with a peroxide in the presence of a catalyst system comprising a cerium carboxylate and a cupric carboxylate.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Eastman Kodak Company
    Inventors: Yeong-Jen Kuo, Michael Bellas
  • Patent number: 5068367
    Abstract: Processes for the preparation of tetracyano-1,4-hydroquinone and its conversion to tetracyano-1,4-benzoquinone via a disilver salt are disclosed.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: November 26, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carlos Vazquez, Joel S. Miller
  • Patent number: 5041572
    Abstract: 2,3,5-Trimethyl-p-benzoquinone is prepared by oxidation of trimethylphenol with oxygen or an oxygen-containing gas in the presence of a catalyst containing a copper(II) halide in a two-phase reaction medium consisting of water and an aliphatic alcohol at elevated temperatures by a process in which the reaction is carried out in a mixture of water and a saturated aliphatic alcohol of 12 to 18 carbon atoms, having a flashpoint greater than 120.degree. C., such as 1-dodecanol, 1-tetradecanol, 1-hexadecanol or 1-octadecanol, in particular 1-dodecanol, and at from 60.degree. to 100.degree. C.Particularly good yields of TMQ are obtained if the reaction is carried out in the presence of a copper(II) halide, such as CuCl.sub.2 or CuBr.sub.2, and of an alkaline earth metal halide, in particular CaCl.sub.2 or MgCl.sub.2, or of an alkali metal halide, in particular LiCl or NaCl, as the catalyst system.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: August 20, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Hoercher, Barbara Jessel, Bernhard Bockstiegel, Paul Grafen, Harald Laas
  • Patent number: 4943645
    Abstract: A novel benzoquinone derivative of the general formula: ##STR1## [wherein R.sub.1 and R.sub.2 are the same or different and each is methyl or methoxy; n is an integer of 0 to 21; m is 0 or 1, Z is a group of the formula: ##STR2## (wherein R.sub.3 and R.sub.4 are the same or different and each is hydrogen or an alkyl group which may optionally be substituted or, R.sub.3 and R.sub.4 together with the adjacent nitrogen atom form a morpholino group), a group of the formula: --COR.sub.5 (wherein R.sub.5 is an .alpha.-amino acid residue or a substituted or unsubstituted glucosamine residue), a group of the formula: ##STR3## (wherein R.sub.6 is a divalent hydrocarbon group of 1 to 3 carbon atoms), a group of the formula: ##STR4## (wherein R.sub.6 has the same meaning as defined above) or a group of the formula: ##STR5## (wherein l is an integer of 1 to 4 and R.sub.
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: July 24, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Hisayoshi Okazaki, Isuke Imada
  • Patent number: 4913851
    Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: April 3, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-kong Chan, Gabriel G. Saucy
  • Patent number: 4909965
    Abstract: The life of a salcomine catalyst used in the oxidation of phenols to quinones (e.g., of o-phenylphenol to phenyl-p-benzoquinone) is increased by the presence of a water- or acid-removing substance, e.g., a non-acid-forming chemical water scavenger, a molecular sieve, a weak inorganic base, or a sterically hindered organic base, in the reaction medium. Suitable water- or acid-removing substances include carbodiimides, e.g., dicyclohexylcarbodiimide; a Type 3A or 4A molecular sieve; finely divided metal oxides or metal carbonates, e.g., barium carbonate; and 2,6-lutidine. These substances chemically transform by-product carboxylic acids, and/or prevent the formation of such acids, whereby the life of the salcomine catalyst is prolonged.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: March 20, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Patrick M. Burke
  • Patent number: 4900476
    Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: February 13, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-kong Chan, Gabriel G. Saucy