Preparing By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/782)
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Patent number: 8586498Abstract: 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: GrantFiled: November 18, 2010Date of Patent: November 19, 2013Assignee: Takasago International CorporationInventors: Hideo Shimizu, Daisuke Igarashi, Wataru Kuriyama, Yukinori Yusa
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Publication number: 20100331566Abstract: 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: ApplicationFiled: June 25, 2010Publication date: December 30, 2010Inventors: Leslie S. Jimenez, Ahalya Ramanathan
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Patent number: 6903239Abstract: 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: GrantFiled: November 21, 2003Date of Patent: June 7, 2005Assignee: Bayer Chemical AktiengesellschaftInventors: Karen Peilstöcker, Albrecht Marhold
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Patent number: 6806395Abstract: 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: GrantFiled: March 18, 2003Date of Patent: October 19, 2004Assignee: Kowa Co., Ltd.Inventors: Kimiyuki Shibuya, Tadaaki Ohgiya, Toru Miura, Kazuhiro Onogi
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Patent number: 5475156Abstract: 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: GrantFiled: June 6, 1994Date of Patent: December 12, 1995Assignee: General Electric CompanyInventors: Andrew J. Caruso, Julia L. Lee
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Patent number: 5243116Abstract: 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: GrantFiled: December 22, 1989Date of Patent: September 7, 1993Assignee: The Dow Chemical CompanyInventors: Guo-shuh J. Lee, Juan M. Garces, Garmt R. Meima, Matheus J. M. van der Aalst
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Patent number: 5198591Abstract: 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: GrantFiled: November 22, 1991Date of Patent: March 30, 1993Assignees: 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
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Patent number: 5160497Abstract: 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: GrantFiled: December 19, 1990Date of Patent: November 3, 1992Assignee: Institut Francais du PetroleInventors: Bernard A. Juguin, Jean-Paul Boitiaux, Germain J. Martino
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Patent number: 5082979Abstract: 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: GrantFiled: September 6, 1990Date of Patent: January 21, 1992Assignee: Unilever Patent Holdings B.V.Inventor: Christopher P. Newman
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Patent number: 5068466Abstract: 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: GrantFiled: September 6, 1990Date of Patent: November 26, 1991Assignee: Unilever Patent Holdings B.V.Inventors: Keith R. Motion, Christopher P. Newman
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Patent number: 4873376Abstract: The invention relates to a process for the production of monomeric alkenylphenols from dihydroxydiphenylalkanes by thermal cleavage in certain solvents.Type: GrantFiled: June 20, 1988Date of Patent: October 10, 1989Assignee: Bayer AktiengesellschaftInventors: Ralf Dujardin, Wolfgang Ebert
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Patent number: 4633022Abstract: 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: GrantFiled: September 16, 1985Date of Patent: December 30, 1986Assignee: Koppers Company, Inc.Inventor: Nicholas P. Greco
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Patent number: 4584417Abstract: 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: GrantFiled: February 6, 1984Date of Patent: April 22, 1986Assignee: General Electric CompanyInventor: John J. Talley
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Patent number: 4538002Abstract: 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: GrantFiled: September 10, 1984Date of Patent: August 27, 1985Assignee: The Goodyear Tire & Rubber CompanyInventors: Howard A. Colvin, Joel Muse, Jr., William S. Hollingshead
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Patent number: 4503271Abstract: 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: GrantFiled: September 2, 1983Date of Patent: March 5, 1985Assignee: Maruzen Oil Co., Ltd.Inventors: Hiroshi Fujiwara, Hatsutaro Yamazaki, Kazuo Ozawa
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Patent number: 4480140Abstract: 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: GrantFiled: March 16, 1983Date of Patent: October 30, 1984Assignee: Koppers Company, Inc.Inventor: Gerd Leston
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Patent number: 4419529Abstract: 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: GrantFiled: March 3, 1982Date of Patent: December 6, 1983Assignee: Riedel-de Haen AktiengesellschaftInventor: Arthur Steinmetz
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Patent number: 4346249Abstract: Para-isopropenylphenol can be obtained by dehydrogenation of para-isopropylphenol in the presence of a calcium-nickel phosphate catalyst, phenol, and water.Type: GrantFiled: April 9, 1981Date of Patent: August 24, 1982Assignee: General Electric CompanyInventor: Herman O. Krabbenhoft