Preparing By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/782)
  • Patent number: 8586498
    Abstract: Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.
    Type: Grant
    Filed: November 18, 2010
    Date of Patent: November 19, 2013
    Assignee: Takasago International Corporation
    Inventors: Hideo Shimizu, Daisuke Igarashi, Wataru Kuriyama, Yukinori Yusa
  • Publication number: 20100331566
    Abstract: The invention provides synthetic methods that utilize bromo or chloro substituents as blocking groups during the functionalization of aromatic rings, as well as compounds that are prepared from such methods.
    Type: Application
    Filed: June 25, 2010
    Publication date: December 30, 2010
    Inventors: Leslie S. Jimenez, Ahalya Ramanathan
  • Patent number: 6903239
    Abstract: The present invention relates to fluorinated benzaldehydes, to a process for preparing them and also to the use of the fluorinated benzaldehydes for preparing active ingredients, especially in medicaments and agrochemicals.
    Type: Grant
    Filed: November 21, 2003
    Date of Patent: June 7, 2005
    Assignee: Bayer Chemical Aktiengesellschaft
    Inventors: Karen Peilstöcker, Albrecht Marhold
  • Patent number: 6806395
    Abstract: A process for producing a 3,5-bisalkylphenol (2) according to the following reaction scheme: (wherein R1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a hydroxyl-protecting group (other than methyl group); R2 represents a C1 to C5 lower alkyl group or an optionally substituted phenyl group; and each of R3 and R4, which may be identical to or different from each other, represents a lower alkyl group, an aralkyl group, or an aryl group); a carbinol compound (1); and a process for producing the carbinol compound. The production process of the present invention enables efficient and safe production of a variety of 3,5-bisalkylphenols including 3,5-diisopropylphenol, which are important as synthesis intermediates for drugs and agricultural chemicals, in shorter steps at high purity in high yield, thus contributing to consistent supply of drugs and agricultural chemicals.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: October 19, 2004
    Assignee: Kowa Co., Ltd.
    Inventors: Kimiyuki Shibuya, Tadaaki Ohgiya, Toru Miura, Kazuhiro Onogi
  • Patent number: 5475156
    Abstract: A method is provided for converting a 2,4,6-trialkylphenol, such as mesitol, to a dialkylphenol, for example 2,6-dimethylphenol, by effecting the selective oxidation of the 2,4,6-trialkylphenol, followed by the deformylation of the resulting 3, 5-dialkyl-4-hydroxybenzaldehyde.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: December 12, 1995
    Assignee: General Electric Company
    Inventors: Andrew J. Caruso, Julia L. Lee
  • Patent number: 5243116
    Abstract: Alkylated benzenes such as ethylbenzene and cumene are produced by alkylation and/or transalkylation in the presence of an acidic mordenite zeolite catalyst having a silica/alumina molar ratio of at least 30:1 and a crystalline structure which is determined by X-ray diffraction to be a matrix of Cmcm symmetry having dispersed therein domains of Cmmm symmetry.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: September 7, 1993
    Assignee: The Dow Chemical Company
    Inventors: Guo-shuh J. Lee, Juan M. Garces, Garmt R. Meima, Matheus J. M. van der Aalst
  • Patent number: 5198591
    Abstract: The invention relates to a process for obtaining a high purity bisphenol from a post-reaction mixture resulting from the step of synthesis of phenol and acetone in the presence of a strong acid cation exhanger catalyst, by the way of crystallation and separation by distillation followed by recovery of bisphenol-A from the step of thermal catalytic decomposition of by product of the principal process technology in a multistage process.
    Type: Grant
    Filed: November 22, 1991
    Date of Patent: March 30, 1993
    Assignees: Instytut Ciezkiej Syntezy Organicznej "Blachownia", Zaklady Chemiczne "Blachownia", ABB Lummus Crest Inc.
    Inventors: Maciej Kiedik, Jozef Kolt, Jerzy Marszycki, Eugeniusz Zajac, Teodor Bek, Zbigniew Swiderski, Anna Rzodeczko, Jerzy Mroz, Janina Olkowska
  • Patent number: 5160497
    Abstract: Phenol production process wherein:1) benzene is reacted with propene and isopropylic alcohol by contacting a catalyst based on a dealuminized Y zeolite with a SiO.sub.2 /Al.sub.2 O.sub.3 molar ratio ranging from 8 to 70, then the obtained product is fractionated into a first fraction comprising non converted benzene, a second fraction comprising cumene and a third fraction comprising polyisopropylbenzenes,2) said third fraction is reacted with benzene by contacting a catalyst based on a dealuminized Y zeolite with a SiO.sub.2 /Al.sub.2 O.sub.3 molar ratio ranging from 8 to 70 or based on a dealuminized mordenite with a total Si/Al atomic ratio ranging from 20 to 60, and cumene is collected,3) the obtained cumene is converted into a mixture of acetone and phenol,4) the obtained acetone is at least partly hydrogenized into an isopropylic alcohol which is then recycled at least partly to stage 1.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: November 3, 1992
    Assignee: Institut Francais du Petrole
    Inventors: Bernard A. Juguin, Jean-Paul Boitiaux, Germain J. Martino
  • Patent number: 5082979
    Abstract: The invention relates to a process for the conversion of 8-hydroxymenthenes into 8-hydroxycymenes by treating the 8-hydroxymenthenes in the vapor phase with a dehydrogenation catalyst, e.g. palladium. The process is preferably carried out at 80.degree.-150.degree. C. The hydroxymenthene vapor is preferably passed through the catalyst system at a pressure below 8 kPa and/or with the aid of an inert gas or vapor. Oxygen may be present as a hydrogen acceptor. The process is particularly suitable for converting 8-hydroxy-p-menth-l-ene into 8-hydroxy-p-cymene. The reaction products are of value as intermediates in the preparation of fragrance chemicals.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: January 21, 1992
    Assignee: Unilever Patent Holdings B.V.
    Inventor: Christopher P. Newman
  • Patent number: 5068466
    Abstract: The invention relates to a process for the conversion of 8-hydroxymenthenes into 8-hydroxycymenes by reacting the 8-hydroxymenthenes in the liquid phase in the presence of a dehydrogenation catalyst, e.g. palladium and a hydrogen acceptor e.g. mesityl oxide. The process is preferably carried out at 80.degree.-150.degree. C. and in the presence of base. The process is particularly suitable for converting 8-hydroxy-p-menth-1-ene into 8-hydroxy-p-cymene. The reaction products are of value as intermediates in the preparation of fragrance chemicals.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: November 26, 1991
    Assignee: Unilever Patent Holdings B.V.
    Inventors: Keith R. Motion, Christopher P. Newman
  • Patent number: 4873376
    Abstract: The invention relates to a process for the production of monomeric alkenylphenols from dihydroxydiphenylalkanes by thermal cleavage in certain solvents.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: October 10, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ralf Dujardin, Wolfgang Ebert
  • Patent number: 4633022
    Abstract: 2,6-dialkyl substituted phenols such as 2,6-ditertiary butylphenol are reacted with formaldehyde in methyl alcohol in the presence of an inert gas and a tertiary amine catalyst to produce a bis(3,5-di-t-butyl-4-hydroxybenzyl)ether; and the bis ether subjected to hydrogenolysis in the presence of a catalyst, a solvent and an amine to prepare a trisubstituted phenol such as 2,6-di-t-butyl-4-methyl-phenol.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: December 30, 1986
    Assignee: Koppers Company, Inc.
    Inventor: Nicholas P. Greco
  • Patent number: 4584417
    Abstract: p-Alkylphenols such as p-cresol are prepared by the reaction of p-hydroxyalkylphenols with water and oxygen in the presence of at least one oxide of a Group II metal having an atomic weight less than 70, preferably zinc oxide. At least part of the p-hydroxyalkylphenol contains a p-hydroxymethyl group, and it is preferably entirely p-hydroxybenzyl alcohol. The reaction temperature is about 350.degree.-550.degree. C.
    Type: Grant
    Filed: February 6, 1984
    Date of Patent: April 22, 1986
    Assignee: General Electric Company
    Inventor: John J. Talley
  • Patent number: 4538002
    Abstract: There is disclosed a process for the production of alkylated hydroxyanisoles which consists of dehydrogenating para-isopropylphenol to para-isopropenylphenol which is then reacted with a methylating agent to yield para-isopropenylanisole which is then treated with acidic hydrogen peroxide to yield para-hydroxyanisole which is then treated with an alkylating agent to yield the alkylated hydroxyanisole. The process of this invention is especially useful for the synthesis of the food preservative butylated hydroxyanisole (BHA).
    Type: Grant
    Filed: September 10, 1984
    Date of Patent: August 27, 1985
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Howard A. Colvin, Joel Muse, Jr., William S. Hollingshead
  • Patent number: 4503271
    Abstract: A process for the production of p-vinyl phenol by the dehydrogenation of p-ethyl phenol in a gaseous phase in the presence of a catalyst and a diluent wherein the dehydrogenation of p-ethyl phenol is effected with phenol and/or p-cresol being present in the reaction system in an amount of 5 to 50 wt % of the amount of p-ethyl phenol.
    Type: Grant
    Filed: September 2, 1983
    Date of Patent: March 5, 1985
    Assignee: Maruzen Oil Co., Ltd.
    Inventors: Hiroshi Fujiwara, Hatsutaro Yamazaki, Kazuo Ozawa
  • Patent number: 4480140
    Abstract: Phenols alkylated in the ortho and/or para positions are produced in good yields and in the absence of isomers from phenolic compounds having at least two alkylateable ortho-ortho or ortho-para positions open. The phenolic compound is first partially chlorinated or brominated and the desired halogenated phenol having at least one open position ortho or para is reacted with an aldehyde having one to four carbon atoms and a secondary non-aromatic amine. The reaction is conducted in the liquid phase with a stoichiometric amount of the phenolic compound and stoichiometric or excess of stoichiometric amounts of the aldehyde and the amine. The reaction is performed at a temperature of from about 0.degree. C. to about 100.degree. C. to produce an aminoalkylated halogenated phenolic compound. This aminoalkylated halogenated phenolic compound is contacted with hydrogen in the presence of a metal catalyst at a temperature of about 100.degree. C. to about 175.degree. C.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: October 30, 1984
    Assignee: Koppers Company, Inc.
    Inventor: Gerd Leston
  • Patent number: 4419529
    Abstract: A 2-alkylphenol is prepared by reduction of a 2-acylphenol in the presence of a metallic catalyst. The reaction is carried out at a temperature of 80.degree. to 200.degree. C. and under a pressure of 10 to 100 bars, and a base metal, in particular copper, is used as a catalyst. It is particularly advantageous to use the catalyst in combination with a support. The hydrogenation of the acylphenol is advantageously carried out in the presence of an inert solvent. The process can be carried out continuously or discontinuously. The alkylphenols obtained are suitable for use in the synthesis of active substances having biocidal properties.
    Type: Grant
    Filed: March 3, 1982
    Date of Patent: December 6, 1983
    Assignee: Riedel-de Haen Aktiengesellschaft
    Inventor: Arthur Steinmetz
  • Patent number: 4346249
    Abstract: Para-isopropenylphenol can be obtained by dehydrogenation of para-isopropylphenol in the presence of a calcium-nickel phosphate catalyst, phenol, and water.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: August 24, 1982
    Assignee: General Electric Company
    Inventor: Herman O. Krabbenhoft