Ether Oxygen Bonded Directly To Benzene Ring Patents (Class 568/630)
  • Patent number: 5164525
    Abstract: A process for the conversion of FK-506 (I,R=allyl;1) to FK-525 (XV) and analogous 23-membered ring macrolides differing in the C.1-N.7 segment of the molecule (e.g. XVI) and is also applicable to the analogs FK-523 (XVII) and FK-520 (XVIII). The overall process consists of three stages: (a) initial degradation of the primary macrolide to an acyclic fragment containing a selectively protected C.10-C.34 framework with a protected aldehyde function at C.10 and a free hydroxyl function at C.26, (b) reacylation of the C.26 hydroxyl function with an appropriately N-protected alpha-amino acid moiety, and (c) reintroduction of the C.8 and C.9 carbons followed by regeneration of the FK-macrolide system.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: November 17, 1992
    Assignee: Merck & Co., Inc.
    Inventors: David Askin, Ralph P. Volante, Daisy Joe, Ichiro Shinkai
  • Patent number: 5160496
    Abstract: The phenols and phenol ethers are economically and efficiently hydroxylated using hydrogen peroxide, in the presence of a catalytically effective amount of a bridged clay, e.g., a zeolite or smectite.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: November 3, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Constantini, Jean-Michel Popa
  • Patent number: 5132466
    Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: July 21, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: John R. M. Dales, Sidney E. Callander
  • Patent number: 5128479
    Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5124489
    Abstract: Substituted phenethanol ethers are prepared by the catalytic reduction of corresponding substituted phenylglyoxal acetals. The catalytic reduction is carried out by reacting a substituted phenylglyoxal acetal with hydrogen in the presence of an acid catalyst and a metal catalyst. Certain substituted phenylglyoxal acetals, and more particularly, 4-hydroxyphenylglyoxal dialkyl acetals are prepared by reacting 4-hydroxyacetophenone with a primary or a secondary alkyl alcohol in the presence of a hydrogen ion (H+) source and a nitrosonium ion (NO+) source.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: June 23, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: John R. Durrwachter, Michael Meier, Graham N. Mott, Werner H. Mueller
  • Patent number: 5113003
    Abstract: The silicon-containing phenoxy ethers are of the formula III: ##STR1## wherein R.sup.1 and R.sup.2 which may be the same or different are selected from H, --R.sup.3 --X, aliphatic hydrocarbyl having 1-6 carbon atoms or aryl, or substituted derivatives thereof, provided that not more than one of R.sup.1 and R.sup.2 is H;R.sup.3 is a divalent C.sub.1 -C.sub.30 aliphatic and/or aromatic hydrocarbyl group which may optionally be substituted, or interrupted, by a hetero atom;R.sup.4 and R.sup.5 which may be the same or different are H, ##STR2## or an ortho para directing activating group for aromatic electrophilic substitution, other than an amine;and X is a reactive functional group capable of undergoing an acid-catalyzed electrophilic aromatic substitution reaction with a phenol, for example an aldehyde group. They can be polymerized to produce silicone-modified polymers of the phenol-aldehyde type without the use of free aldehyde.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: May 12, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: John G. Woods, Pauline Coakley
  • Patent number: 5105020
    Abstract: The invention concerns a cycloalkane derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted banzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms; or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: April 14, 1992
    Assignees: Imperial Chemistries Industries PLC, ICI Pharma
    Inventor: Jean-Marc M. M. Girodeau
  • Patent number: 5099054
    Abstract: In a method of carrying out organic conversions via heterogeneous phase transfer catalysis by contacting immiscible liquid phases containing respective substances capable of interacting, with a solid catalyst to promote the transfer of reactive species from one liquid phase to another, the improvement comprises employing as catalyst a cation exchanged form of a 2:1 layered silicate clay with layer charge densities in the range of above 0.4 to 2.0 containing an onium ion containing one or more alkyl hydrocarbon chains and maintaining the materials in emulsified form by having a sufficient chain length of an alkyl group relative to the charge density of the clay.
    Type: Grant
    Filed: February 14, 1991
    Date of Patent: March 24, 1992
    Assignee: Michigan State University
    Inventors: Thomas J. Pinnavaia, Chi-Li Lin
  • Patent number: 5093526
    Abstract: N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine is prepared by reacting 2-phenoxy ethanol with thionyl chloride in the presence of a catalytic amount of tetra-alkyl ammonium halide optionally in the presence of a solvent to form 2-phenoxy ethyl chloride; reacting the 2-phenoxy ethyl chloride with n-propylamine at a temperature of from 50.degree. C. to 150.degree. C. optionally in the presence of a solvent to form N-n-propyl-N-2-phenoxy-ethyl amine; selectively chlorinating N-n-propyl-N-2-phenoxyethyl amine with chlorine in the presence of a solvent; and recovering the N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine formed.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: March 3, 1992
    Assignee: Makhteshim Chemical Works Ltd.
    Inventors: Joseph Sharvit, Abraham A. Pereferkovich
  • Patent number: 5091578
    Abstract: N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethylamine is prepared by selectively chlorinating 2-phenoxy ethanol by reacting it with chlorine either in the presence of hydrogen chloride at a temperature of from -10.degree. C. to 50.degree. C. or in the presence of urea at a temperature of from 20.degree. C. to 55.degree. C. in a water/carbon tetrachloride solvent mixture to form 2-(2,4,6-trichlorophenoxy)ethanol; reacting the 2-(2,4,6-trichlorophenoxy)ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium chloride, optionally in the presence of a solvent to form 2-(2,4,6-trichlorophenoxy)ethyl chloride; and reacting the 2-(2,4,6-trichlorophenoxy) ethyl chloride with n-propylamine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water to form N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: February 25, 1992
    Assignee: Makhteshim Chemical Works Ltd.
    Inventors: Joseph Sharvit, Abraham A. Pereferkovich, Daniel Shohat
  • Patent number: 5091577
    Abstract: N-n-propyl-N-(2,4,6-trichlorophenoxy)-ethyl amine is prepared by reacting 2-phenoxy ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium halide optionally in the presence of a solvent to form 2-phenoxy ethyl chloride; selectively chlorinating the 2-phenoxy ethyl chloride with chlorine at a temperature from 0.degree. C. to 60.degree. C. in the presence of a catalytic amount if urea to form 2-(2,4,6-trichlorophenoxy)-ethyl chloride; reacting the 2-(2,4,6-trichlorophenoxy)-ethyl chloride with n-propyl amine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water; and recovering the N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethyl amine formed.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: February 25, 1992
    Assignee: Makhteshim Chemical Works Ltd.
    Inventors: Joseph Sharvit, Abraham A. Pereferkovich
  • Patent number: 5068451
    Abstract: A method of producing 3-phenoxy propanal derivatives of 3-phenoxy propanal derivatives of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are --H, --CH.sub.3 or a halogen radical, which comprises oxidizing allyl phenoxy ether derivatives of the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above, in an alcohol as a solvent in the presence of a palladium salt, an oxidant, optionally an alkali metal salt of an onganic acid, and/or an acid at a temperature of 5.degree. C. -100.degree. C.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: November 26, 1991
    Assignee: National Science Council
    Inventors: Ivan J. B. Lin, S. J. Jong
  • Patent number: 5061718
    Abstract: The invention relates to an anti-inflammatory or antiallergic composition containing a compound of the formula ##STR1## wherein A is ##STR2## R.sup.1 is aryl which may have cyano or carbamoyl, or heterocyclic group which may have lower alkyl,R.sup.2 is hydrogen or lower alkyl,R.sup.3 is lower alkyl,X is hydrogen, halogen, hydroxy or lower alkyl,m is an integer 1 or 2, andn is an integer 1 to 4, or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: October 29, 1991
    Assignee: Fujisawa Pharmaceutical Company, Ltd.
    Inventors: Teruo Oku, Yoshio Kawai, Hiroshi Kayakiri, Kazuyoshi Kuratani, Masashi Hashimoto
  • Patent number: 4985178
    Abstract: A nonlinear optical element comprising 3-methyl-4-methoxy-4'-nitrostilbene useful for nonlinear optical and electro-optic effects.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Wilson Tam
  • Patent number: 4973764
    Abstract: There are disclosed novel compositions of matter comprising monoalkylphenols prepared by selectively alkylating the olefin component of a thermally cracked sulfur-containing petroleum distillate derived from residua. The monoalkylphenols have certain ortho to para ratios and may be used to prepare a number of useful derivatives such as ethoxylated and propoxylated surfactants, sulfoalkylated products, sulfurized antioxidants, overbased phenates, dithiophosphate derivatives, formaldehyde reaction products and similar methylene bridged products which are useful demulsifiers.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: November 27, 1990
    Assignee: Exxon Research and Engineering Company
    Inventors: Alexis A. Oswald, Ram N. Bhatia, Edmund J. Mozeleski, Darrell W. Brownawell, Thomas L. Ashcraft
  • Patent number: 4960884
    Abstract: Pesticidal mono-, di-, and tri-2-fluoroethyl ethers of the formula R.sup.1 R.sup.2.sub.m Ar(OCH.sub.2 CH.sub.2 F).sub.n, compositions thereof and their insecticidal, acaricidal and nematicidal uses are described and claimed.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: October 2, 1990
    Assignee: FMC Corporation
    Inventors: David M. Roush, Donald A. Shaw, Michael L. Jones, Jun H. Chang
  • Patent number: 4935560
    Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: June 19, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 4929784
    Abstract: Optionally substituted benzyl-benzenes can be prepared by reaction of a benzyl alcohol of the formula ##STR1## with a benzene of the formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 independently of one another denote hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, fluorine or chlorine, where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another may also represent hydroxyl and R.sup.5 may additionally be C.sub.5 -C.sub.8 -alkyl,R.sup.6 represents hydrogen or one of the groups ##STR3## R.sup.8 denotes hydrogen or hydroxymethyl, in a ratio of 1 mole of benzene to 0.8-5 moles of benzyl alcohol in the presence of an amount of activated bleaching earth of 0.05-5% by weight, relative to the amount of benzyl alcohol, at a temperature between 90.degree. C. and 140.degree. C. in the presence of a diluent.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: May 29, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Klinkmann, Michael Herzhoff, Gerhard Burmeister
  • Patent number: 4923881
    Abstract: The invention relates to an anti-inflammatory or antiallergic composition containing a compound of the formula ##STR1## wherein A is ##STR2## R.sup.1 is aryl which may have cyano or carbamoyl, or heterocyclic group which may have lower alkyl,R.sup.2 is hydrogen or lower alkyl,R.sup.3 is lower alkyl,X is hydrogen, halogen, hydroxy or lower alkyl,m is an integer 1 or 2, andn is an integer 1 to 4, or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: May 8, 1990
    Assignee: Fujisawa Phatmaceutical Co., Ltd.
    Inventors: Teruo Oku, Yoshio Kawai, Hiroshi Kayakiri, Kazuyoshi Kuratani, Masashi Hashimoto
  • Patent number: 4918241
    Abstract: A method of preparing an ether corresponding to the structure ##STR1## comprising reacting an aromatic iodine compound corresponding to the structure ##STR2## with methanol in the presence of a basic compound a copper catalyst and an amount of hydrogen which is effective to lower the oxidation state of the copper catalyst.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: April 17, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas H. Larkins, Jr.
  • Patent number: 4885403
    Abstract: A process for preparing an aromatic propargyl ether, preferably bispropargyl ether, from phenolic compounds comprising vigorously stirring a propargyl halide, preferably propargyl chloride, with a phenolic compound, such as bisphenol A, in an aqueous sodium hydroxide solution at a temperature of from about 0.degree. C. to about 100.degree. C., in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The mixture is then filtered to recover a solid product. That product is washed with water and propanol. This process provides a product having greater than 98% purity in yields ranging from 85 to 97% of theoretical.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: December 5, 1989
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Stoil K. Dirlikov
  • Patent number: 4873018
    Abstract: An optically active 2-fluoro-1-alkanol compound represented by the formula (Ia): ##STR1## wherein R is an alkyl group having 1-16 carbon atoms, and C* is an asymmetric carbon atom; and an optically active compound derived from the fluoroalkanol and represented by the formula (Ib): ##STR2## wherein R and C* are the same as above, m is 1 or 2, n is 0 or 1, and A is a releasable substitutent. Because of the fluorine atom directly attached to an asymmetric carbon atom, these compounds are particularly effective in increasing a spontaneous polarization, improving a electric field responsive characteristic of a liquid crystal composition, and controlling the liquid crystal state.
    Type: Grant
    Filed: October 27, 1987
    Date of Patent: October 10, 1989
    Assignees: Canon Kabushiki Kaisha, Yamakawa Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuo Yoshinaga, Mariko Kai, Kazuharu Katagiri
  • Patent number: 4853414
    Abstract: Compounds of formula (I), useful as insecticides and knockdown agents: ##STR1## where Y is C.sub.1-6 alkoxy, Z is halo or C.sub.1-6 alkoxy; R is --(CH.sub.2).sub.p --(O).sub.m --R.sup.3 where m and p may be 0 or 1; R.sup.3 is C.sub.1-6 alkyl, phenyl or benzyl, or when m is 0, R.sup.3 is C.sub.1-6 alkenyl, haloalkenyl, alkynyl or haloalkynyl, and either (a) A and B are both C.sub.1-4 alkyl or (b) A is hydrogen and B is (R.sup.1)(R.sup.2)C.dbd.CH-- where R.sup.1 and R.sup.2 are selected from methyl, chloro, bromo, fluoro and trifluoromethyl.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 1, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Robson, John Williams
  • Patent number: 4831183
    Abstract: A process for the telomerization of a conjugated alkadiene with an organic hydroxy compound to produce an organo-oxyalkadiene is disclosed. A palladium catalyst having an ionic ligand is employed in a substantially oxygen-free environment in the presence of an aprotic polar solvent so that the reaction products may be separated from the catalyst by solvent extraction with a hydrocarbon solvent.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: May 16, 1989
    Assignee: National Distillers and Chemical Corporation
    Inventor: Ronnie M. Hanes
  • Patent number: 4814519
    Abstract: A process for the production of ethers from an olefin containing feedstock. The process includes two-stages for the production of ethers which comprises, in a first stage, isomerizing an olefin containing feedstock over a thermally stable layered metal oxide type catalyst having interspathic polymeric silica between the layers so as to produce iso-olefins and then, in a second stage, reacting the resultant iso-olefins with alcohols in the presence of an etherification catalyst so as to produce ethers from the iso-olegins.
    Type: Grant
    Filed: December 30, 1987
    Date of Patent: March 21, 1989
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4804787
    Abstract: This invention relates to a process for making an enantiomer or racemic mixture of a compound of the formula ##STR1## wherein R is hydrogen, lower alkyl or a pharmaceutically acceptable, non-toxic salt of a compound wherein R is hydrogen; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta.; novel intermediates useful for preparing these compounds; and processes for making the intermediates.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: February 14, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Gary F. Cooper, Douglas L. Wren, Albert R. Van Horn, Tsung-Tee Li, Colin C. Beard
  • Patent number: 4789704
    Abstract: Cured resins of high fracture toughness are prepared from N,N'-bisimides of formula I ##STR1## and alkenyl compounds of formula IID(G).sub.m IIin which D is an m-valent group and G represents a phenyl ring having at least one alkenyl (e.g. allyl or 1-propenyl) substituent.
    Type: Grant
    Filed: December 17, 1986
    Date of Patent: December 6, 1988
    Assignee: Technochemie GmbH
    Inventors: Horst Stenzenberger, Peter Koenig
  • Patent number: 4782191
    Abstract: Alkylarylethers are produced in accordance with the invention starting from phenols and ethers of aliphatic alcohols in the presence of amorphous BPO.sub.4, and calcined at a temperature of from 150.degree. C. to 600.degree. C.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: November 1, 1988
    Assignee: Eniricerche S.p.A.
    Inventors: Maurizio Brunelli, Giuseppe Bellussi
  • Patent number: 4778934
    Abstract: A process for the manufacture of p-tert-butyl-.alpha.-methylhydrocinnamaldehyde which comprises the catalytic rearrangement of p-tert-butylbenzyl propenyl ether is provided.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: October 18, 1988
    Assignee: Givaudan Corporation
    Inventor: Peter Gygax
  • Patent number: 4749815
    Abstract: A process for the manufacture of p-tert-butyl-.alpha.-methylhydrocinnamaldehyde which comprises the catalytic rearrangement of p-tert-butylbenzyl propenyl ether is provided.
    Type: Grant
    Filed: February 3, 1987
    Date of Patent: June 7, 1988
    Assignee: Givaudan Corporation
    Inventor: Peter Gygax
  • Patent number: 4740330
    Abstract: The aromatic hydroxyl groups of aromatic hydroxyl-containing compounds can be allylated to greater than 95% conversion by reacting the alkali metal salt of said aromatic hydroxyl-containing compounds with an allyl halide such as allyl chloride in the presence of a polar aprotic solvent such as dimethylformamide. These compounds are useful in preparing epoxy resins containing a low halogen content.
    Type: Grant
    Filed: September 3, 1986
    Date of Patent: April 26, 1988
    Assignee: The Dow Chemical Company
    Inventors: Chun S. Wang, Zeng-kun Liao
  • Patent number: 4731450
    Abstract: A process for the perfluoroalkylation of aromatic derivatives. In a first stage, an aromatic derivative, sulfur dioxide and a metal selected from the group consisting of zinc, aluminum, manganese, cadmium, magnesium, tin, iron, nickel and cobalt, are brought into contact in a solvent, preferably a polar aprotic solvent. In a second stage, a perfluoroalkyl bromide or iodide is added to react with the aromatic derivative.
    Type: Grant
    Filed: May 21, 1986
    Date of Patent: March 15, 1988
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Claude Wakselman, Marc Tordeux
  • Patent number: 4727157
    Abstract: 3-(substituted phenyl)-3-(1H-1,2,4-triazol-1-yl)methyl-2-methyl-5-[(substituted phenoxy)methyl]isoxazolidine derivatives in which hydrogens of their phenyl rings may be replaced by halogen, lower alkyl, lower alkoxy, alkoxycarbonyl, alkanoylamino or nitro groups are useful as antifungal agents.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: February 23, 1988
    Assignee: Pennwalt Corporation
    Inventors: Vassil St. Georgiev, George B. Mullen
  • Patent number: 4723021
    Abstract: Substituted 5-(phenoxyalkyl)-3-phenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine s, in which hydrogens of their benzene rings may be replaced by halogen, lower alkoxy, lower alkyl, nitro, acetamido and/or trifluoromethyl groups, are useful as antifungal agents.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: February 2, 1988
    Assignee: Pennwalt Corporation
    Inventors: Vassil St. Georgiev, George B. Mullen
  • Patent number: 4713458
    Abstract: Ketones and aldehydes are converted to ethenylidene-containing compounds by reaction thereof with dimethyl carbonate and a phosphine compound.
    Type: Grant
    Filed: August 21, 1984
    Date of Patent: December 15, 1987
    Assignee: The Dow Chemical Company
    Inventors: Kevin A. Frazier, James M. Renga
  • Patent number: 4700005
    Abstract: Phenolic ethers are produced by reacting a phenol with a compound selected from an alkyl halide, an aryl halide, a dialkyl sulphate and a diaryl sulphate in the presence as catalyst of an amidine.
    Type: Grant
    Filed: June 6, 1986
    Date of Patent: October 13, 1987
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4691057
    Abstract: The reaction of alkali metal with aromatic hydroxy compounds is promoted by inclusion of an alcohol in the reaction mixture. The alkali metal aryloxide formed can be reacted with phosphonitrilic chloride polymers to make polyaryloxyphosphazenes.
    Type: Grant
    Filed: September 19, 1984
    Date of Patent: September 1, 1987
    Assignee: Ethyl Corporation
    Inventor: Allan A. Eisenbraun
  • Patent number: 4690948
    Abstract: Ring opened halogenated Resorcyclic Acid Lactone (RAL) derivatives having the structure: ##STR1## are used to increase rumen fermentation efficiency.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: September 1, 1987
    Assignee: International Minerals & Chemical Corp.
    Inventor: Jing-Jong Lu
  • Patent number: 4675456
    Abstract: A process for etherifying phenols comprising reacting phenols at elevated temperature and pressure with a reactant selected from the group consisting of alcohol, ether and mixtures thereof in the presence of a catalyst comprising a sulfated oxide of a lanthanide series metal selected from the group consisting of the lanthanide series metals and mixtures thereof on a support.
    Type: Grant
    Filed: April 17, 1986
    Date of Patent: June 23, 1987
    Assignee: Amoco Corporation
    Inventor: Allen B. Mossman
  • Patent number: 4675455
    Abstract: A process for etherifying phenols comprising reacting phenols at elevated temperature and pressure with a reactant selected from the group consisting of alcohol, ether and mixtures thereof in the presence of a catalyst comprising a sulfated oxide of a Group VIB metal selected from the group consisting of Cr, Mo, and mixtures thereof on a support.
    Type: Grant
    Filed: April 17, 1986
    Date of Patent: June 23, 1987
    Assignee: Amoco Corporation
    Inventor: Allen B. Mossman
  • Patent number: 4675454
    Abstract: A process for etherifying phenols comprising reacting phenols at elevated temperature and pressure with a reactant selected from the group consisting of alcohol, ether and mixtures thereof in the presence of a catalyst comprising a sulfated oxide of a Group IB metal selected from the group consisting of Cu, Ag, Au and mixtures thereof on a support.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: June 23, 1987
    Assignee: Amoco Corporation
    Inventor: Allen B. Mossman
  • Patent number: 4654446
    Abstract: Alkylarylethers are produced according to the invention using phenols and ethers of aliphatic alcohols as the starting materials, in the presence of BPO.sub.4.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: March 31, 1987
    Assignee: Eniricerche S.p.A.
    Inventors: Maurizio Brunelli, Pierferdinando Ferrari, Fabrizio Stroppa, Giuseppe Bellussi
  • Patent number: 4652635
    Abstract: A method for converting ether groups such as alkyl or aryl ether groups including hydroquinone ether groups to hydroxyl groups and ester groups such as alkyl or aryl ester groups to carboxylic acid groups which comprises reacting a compound including at least one ether and/or ester group with a 2-halo-1,3,2-benzodioxaborole to form an intermediate and hydrolyzing the intermediate such as by quenching it into water to form the desired final product.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: March 24, 1987
    Assignee: Polaroid Corporation
    Inventor: Patrick F. King
  • Patent number: 4642349
    Abstract: Aromatic ethers or polyethers are prepared by reacting an organic halide such as a hydrocarbon halide with an aryl lower alkyl carbonate in the presence of an initiator.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: February 10, 1987
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4638098
    Abstract: A process for etherifying phenols comprising reacting phenols at elevated temperature and pressure with a reactant selected from the group consisting of alcohol, ether and mixtures thereof in the presence of a catalyst comprising a sulfated oxide of a Group IIB metal selected from the group consisting of Zn, Cd, Hg and mixtures thereof on a support.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: January 20, 1987
    Assignee: Amoco Corporation
    Inventor: Allen B. Mossman
  • Patent number: 4634771
    Abstract: There is disclosed a method for the conversion of a carboxylic acid group on the ring of an aromatic or N-heteroaromatic compound to a trichloromethyl group which comprises contacting the aromatic or N-heteroaromatic compound with a phenylphosphonous dichloride, phosphorus trichloride and chlorine.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: January 6, 1987
    Assignee: Stauffer Chemical Company
    Inventors: Kyung S. Shim, Arthur D. F. Toy, James B. Heather
  • Patent number: 4627933
    Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 or R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: December 9, 1986
    Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defense in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
  • Patent number: 4613682
    Abstract: The vapor phase reaction of phenolic compounds with organic halides to form aromatic ethers is catalyzed by metal oxides. The halide value of the organic halide is retained as hydrogen halide which can be reacted with a halide acceptor such as methanol to form methyl halide and water.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: September 23, 1986
    Assignee: The Dow Chemical Company
    Inventor: Kathryn A. Eickholt
  • Patent number: 4611084
    Abstract: A process for etherifying phenols comprising reacting phenols at elevated temperature and pressure with a reactant selected from the group consisting of alcohol, ether and mixtures thereof in the presence of a catalyst comprising a sulfated oxide of a Group VIIB metal selected from the group consisting of Mn, Re, and mixtures thereof on a support.
    Type: Grant
    Filed: November 25, 1985
    Date of Patent: September 9, 1986
    Assignee: Amoco Corporation
    Inventor: Allen B. Mossman
  • Patent number: 4595763
    Abstract: Aromatic hydroxyl- or thiol-containing compounds are methylated by contacting with methyl trichloroacetate at elevated temperatures in the presence of an initiator.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: June 17, 1986
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Pen-Chung Wang