Oxy Containing Reactant Patents (Class 568/315)
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Patent number: 4906658Abstract: Compounds of Formula I ##STR1## the pharmaceutically acceptable salts, and the gamma-lactone form thereof are described. They are antagonists of leukotrienes and SRS-A.Type: GrantFiled: April 21, 1987Date of Patent: March 6, 1990Assignee: Merck Frosst Canada, Inc.Inventors: Haydn W. R. Williams, Robert N. Young
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Patent number: 4885395Abstract: Alpha,beta-unsaturated ketones of the formula (I) ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, alkyl, alkenyl of 1 to 12 carbon atoms, cycloalkyl, aryl, aralkyl or alkylaryl, are prepared by converting the corresponding .alpha.-hydroxy, alkoxy or carboxy compound in the presence of an acidic catalyst.Preferred starting materials are 3-methyl-3-hydroxy-butan-2-one, 3-methyl-3-hydroxypentan-2-one and 3-pentamethylene-3-hydroxypropan-2-one, and preferred catalysts are zeolites of the pentasil type.Type: GrantFiled: September 25, 1987Date of Patent: December 5, 1989Assignee: BASF AktiengsellschaftInventors: Wolfgang Hoelderich, Kurt Schneider, Leopold Hupfer
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Patent number: 4885396Abstract: A process for the preparation of 2-hydroxy-4-(2'-hydroxyethoxy)benzophenones, by reacting 2,4-dihydroxybenzophenones with ethylene carbonate in the presence of a quaternary ammonium salt catalyst at elevated temperatures, and isolating the finished product from the crude reaction mixture.Type: GrantFiled: May 20, 1988Date of Patent: December 5, 1989Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Peter Neumann
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Patent number: 4866210Abstract: Ketones of the formula ##STR1## where R.sup.1 to R.sup.3 are each hydrogen and R.sup.1 to R.sup.4 are each alkyl of 1 to 12 carbon atoms, cycloalkyl of 4 to 8 carbon atoms, aryl, aralkyl or alkylaryl, which each in turn may be substituted, or R.sup.1 and R.sup.2 and R.sup.3 together with the carbon atoms to which they are bonded form a cycloalkane, are prepared by reacting ketones of the formula ##STR2## where one of R.sup.1, R.sup.2, R.sup.3 and R.sup.5 is hydroxyl, alkoxy or carboxyl while the remaining R.sup.1 to R.sup.4 have the abovementioned meanings, with hydrogen in the presence of acid catalysts supporting one or more hydrogenation components, zeolites of the pentasil type being particularly suitable.Type: GrantFiled: January 15, 1988Date of Patent: September 12, 1989Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Leopold Hupfer, Kurt Schneider
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Patent number: 4824612Abstract: Aromatic ketones or .alpha.-diketones can be prepared from the corresponding carbinols by reaction with molar amounts of a sulfonyl chloride in the presence of a base. The corresponding sulfinic acid or salt thereof with the base is formed simultaneously.Type: GrantFiled: December 7, 1987Date of Patent: April 25, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Rutsch, Mario Slongo
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Patent number: 4804761Abstract: This invention relates to a process for making 6-aryl-2-methylpyridines from substituted benzaldehydes by way of 1-aryl-1,5-diketones. The 6-aryl-2-methyl-pyridines made by this process can be used in preparing biologically active 6-aryl-pyridine thiosemicarbazones.Type: GrantFiled: July 1, 1987Date of Patent: February 14, 1989Assignee: Rohm and Haas CompanyInventor: Alan E. Barton
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Patent number: 4788341Abstract: 2-Acetonaphthones are prepared by heating a compound selected from the group consisting of ketals and enol ethers of acetyl-substituted benzalacetone at a temperature effective to cyclize the compound and form said 2-acetonaphthones.Type: GrantFiled: October 13, 1987Date of Patent: November 29, 1988Assignee: Eastman Kodak CompanyInventor: Joseph R. Zoeller
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Patent number: 4749804Abstract: Pharmaceutically useful optically active .alpha.-arylalkanoic acids or esters, ortho esters, or amides thereof are stereoselectively prepared by contacting an aryl magnesium Grignard reagent with an optically active .alpha.-substituted acyl halide to form the optically active aryl .alpha.-substituted alkyl ketone, which is ketalized and rearranged to the desired optically active .alpha.-arylalkanoic acid or the corresponding ester, ortho ester or amide. In an alternate embodiment, the aryl .alpha.-substituted alkyl ketone is reduced to the corresponding alkanol, which is rearranged to the .alpha.-arylalkanal. The alkanal so produced is converted to the desired optically active .alpha.-arylalkanoic acid by conventional methods.Type: GrantFiled: June 10, 1986Date of Patent: June 7, 1988Assignee: Syntex (U.S.A.) Inc.Inventor: George C. Schloemer
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Patent number: 4748256Abstract: A process is described for the preparation of (6-methoxy-2-naphthyl)-(1-bromoethyl)-ketone or ketals thereof (I), by selective debromination of (5-bromo-6-methoxy-2-naphthyl)-(1-bromoethyl)-ketone or ketals thereof (III) by means of a bromine acceptor in the presence of an acid and of an inert organic solvent. The bromine acceptor is preferably a phenol, a phenol ether or an aromatic ketone. The acid is preferably an halogenidric acid.Type: GrantFiled: May 29, 1986Date of Patent: May 31, 1988Assignee: Zambon SpAInventors: Daniele Donati, Claudio Giordano, Graziano Castaldi
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Patent number: 4740624Abstract: Ketones of the formula II ##STR1## with Ar, R.sup.1 and R.sup.2 as indicated below, can be hydroxylated, readily and in high yields, in the .alpha.-position using tetrahalogenomethanes and alkali metal hydroxides under phase-transfer conditions.Type: GrantFiled: April 7, 1986Date of Patent: April 26, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Manfred Kohler, Michael Romer, Claus P. Herz
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Patent number: 4736061Abstract: Process for preparing Naproxen via a sequence of stereospecific reactions which comprises: condensation of 1-chloro-2-methoxy-naphthalene with a (S)-2-halo-propionyl halide according to the Friedel-Crafts reaction, ketalization of the thus obtained (S)-2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-one, rearrangement of said ketal to afford an ester, hydrolysis of the ester and removal of the chlorine atom in 5-position by hydrogenolysis.New (S) 2-halo-1-(5'-chloro-6'-methoxy-2'-naphthyl)-propan-1-ones.Type: GrantFiled: May 10, 1985Date of Patent: April 5, 1988Assignee: Blaschim S.p.A.Inventors: Oreste Piccolo, Ermanno Valoti, Giuseppina Visentin
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Patent number: 4727199Abstract: Active-hydrogen compounds, for example, primary and secondary alcohols or diols, are alkoxylated, for example, ethoxylated, using solid anion-bound metal oxide catalysts, such as, zirconium oxysulfate catalyst. Hydrous zicronium oxide is treated with solutions of sulfate phosphate, nitrate or tetrafluoroborate and calcined in air at 300.degree. to 950.degree. C. to produce highly active heterogeneous alkoxylation catalysts. The amorphous catalysts afford narrow molecular weight products. The catalyst can be removed from the product by filtration and reused with no significant loss in activity. Reaction temperatures of 50.degree. to 140.degree. C. are employed for alkoxylation.Type: GrantFiled: July 10, 1985Date of Patent: February 23, 1988Assignee: Union Carbide CorporationInventor: Stephen W. King
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Patent number: 4691059Abstract: This invention describes UV-stabilized step growth polymers such as polyesters, polyurethanes, polycarbonates, and combinations thereof. The UV-stabilizing moieties present in these polymers comprise chemically bound, pendant ortho-hydroxydiphenyl ketone based moieties. The polymers are especially useful as protective films and fibers which are highly resistant to ultraviolet (UV) and sunlight degradation.Type: GrantFiled: August 30, 1985Date of Patent: September 1, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Sumita B. Mitra, Smarajit Mitra
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Patent number: 4681977Abstract: Chloro-olefins which contain a group of the formula ##STR1## where Y is chlorine or hydrogen, which are prepared by a process in which a trichloromethyl compound which contains a group of the general formula ##STR2## where X is hydrogen or an organic radical, is reduced with a chromium(II) salt in an aqueous medium.Type: GrantFiled: June 27, 1985Date of Patent: July 21, 1987Assignee: BASF AktiengesellschaftInventors: Eberhard Steckhan, Reinhard Wolf, Hermann Puetter
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Patent number: 4675448Abstract: 1-[2,5-Bis(2,2,2-trifluoroethoxy)phenyl]ethanone is chlorinated to 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-2,2-dichloroethanone and, if desired, to 1-[2,5-bis(2,2,2-trifluoroethoxy)phenyl]-2,2,2-trichloroethanone in a solvent mixture of about 0.5-35 parts by volume of 1,2-dichloroethane and one part by volume of acetic acid. The products can then be converted to flecainide. In a preferred embodiment of the invention, the starting material is a crude, wet material that is prepared with a minimum of solids handling.Type: GrantFiled: April 7, 1986Date of Patent: June 23, 1987Assignee: Ethyl CorporationInventor: Barbara C. Stahly
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Patent number: 4647702Abstract: A method for the dehydroxylation of alpha-hydroxyketone using lithium diphenylphosphide. The alpha-hydroxyketone, e.g. benzoin, is reacted with a solution of lithium diphenylphosphide followed by the addition of either an alkyl halide, e.g. methyliodide, or an alkyl halide and an organic acid, e.g. acetic acid, to yield the dehydroxylated compound, e.g. desoxybenzoin.Type: GrantFiled: November 18, 1985Date of Patent: March 3, 1987Assignee: Stauffer Chemical CompanyInventor: Andrea Leone-Bay
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Patent number: 4638096Abstract: A process is disclosed for preparing hydroxyarylaldehydes wherein a corresponding phenolic compound is reacted with formaldehyde, in the presence of a titanium or zirconium containing catalyst, optionally in the presence of a catalyst promoter. Among other uses, the aldehydes are particularly useful as intermediates in the preparation of the corresponding oximes, which find utility as metal extractants.Type: GrantFiled: October 12, 1982Date of Patent: January 20, 1987Assignee: Henkel CorporationInventor: Michael J. Virnig
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Patent number: 4618725Abstract: .alpha.-Methyl-substituted ketones are prepared by reacting the corresponding unsubstituted ketones, which must possess two or more geminal hydrogen atoms in the .alpha.-position, with methanol in the gas phase at from 350.degree. to 500.degree. C. and under from 1 to 20 bar in the presence of a metal oxide.Type: GrantFiled: June 13, 1985Date of Patent: October 21, 1986Assignee: BASF AktiengesellschaftInventor: Hans-Heinrich Lenz
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Patent number: 4617405Abstract: Alpha, beta carbonyl compounds are prepared from an acid anhydride selected from the group consisting of glutaric anhydride and 3-alkyl glutaric anhydride, and a beta-hydroxy carbonyl compound having the following chemical formula:R.sub.2 COH--CHR--CRO or R.sub.2 COH--CHR--CNwhere each R is any substitutent group.The process comprises: (a) reacting the acid anhydride and the beta-hydroxy carbonyl compound in the presence of a catalytically effective amount of an acid catalyst to form an ester; (b) reacting the ester in the presence of a catalytically effective amount of a base catalyst to form a alpha, beta-unsaturated carbonyl compound and a carboxylic acid; and (c) separating the alpha, beta-unsaturated carbonyl compound and the carboxylic acid.Type: GrantFiled: September 25, 1984Date of Patent: October 14, 1986Assignee: A. E. Staley Manufacturing CompanyInventors: Donald E. Kiely, Martin Seidman
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Patent number: 4613703Abstract: An isomeric mixture of C- and O-allylated aromatic compounds is prepared by contacting an allyl halide, a hydroxyaromatic reactant, an alkaline agent, water and a quaternary salt catalyst. This mixture may be thermally isomerized to obtain the C-allylated compounds in high yield.Type: GrantFiled: April 5, 1982Date of Patent: September 23, 1986Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4605745Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as akylated phenols.Type: GrantFiled: December 24, 1984Date of Patent: August 12, 1986Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Daniel A. Singleton
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Patent number: 4603223Abstract: A novel process for the manufacture of quinone derivatives is described.In this process a compound of the formula ##STR1## is reacted with a compound of the formula ##STR2## and the resulting compound of the formula ##STR3## is subjected to a retro-Diels-Alder reaction. The substituents R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the significance given in the description.Type: GrantFiled: July 24, 1984Date of Patent: July 29, 1986Assignee: Hoffmann-La Roche Inc.Inventors: August Ruttimann, George H. Buchi
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Patent number: 4603222Abstract: Diphenyl ethers of the formula ##STR1## wherein m is 1-3, n is 1 or 2, R is hydrogen, carboxy, carboxylate salt or ester, formyl oxime, cyano, alkyl, alkoxy, chloro, bromo, or N, N-dialkyl amino, are prepared by reacting a chloro-fluoro-benzotrifluoride of the formula ##STR2## wherein m and n are as defined above with a nitro-phenoxide of the formula ##STR3## where R is defined above, and M is a cation of an alkali metal or an alkaline earth metal.Type: GrantFiled: August 30, 1984Date of Patent: July 29, 1986Assignee: Occidental Chemical CorporationInventors: David Y. Tang, Byron R. Cotter, Frederick J. Goetz
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Patent number: 4590296Abstract: Beta-acids are separated from alpha-acids in a hop extract without using organic solvents by bubbling CO.sub.2 through an aqueous hop extract having a pH of about 9.6 to about 13 to lower the pH to about 8.5 to about 9.5 to precipitate the beta-acids and leave the alpha-acids in the extract.Type: GrantFiled: January 25, 1984Date of Patent: May 20, 1986Assignee: Miller Brewing CompanyInventors: John M. Cowles, Henry Goldstein, Etzer Chicoye, Patrick L. Ting
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Patent number: 4587357Abstract: A process for direct preparation of enantiomers of a substituted fluorenyloxyacetic acid is disclosed. The acetic acid derivative is useful for treating brain edema.Type: GrantFiled: October 1, 1984Date of Patent: May 6, 1986Assignee: Merck & Co., Inc.Inventor: Apurba Bhattacharya
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Process for preparing a manipulated enantiomer mixture by asymmetric chiral phase transfer catalysis
Patent number: 4578509Abstract: A process is disclosed for obtaining manipulated proportions of the (+) and (-) enantiomers of [(6,7-dichloro-2,3-dihydro-2-methyl-1-oxo-2-phenyl-1H-inden-5-yl)oxy]aceti c acid by asymmetric chiral phase transfer catalysis.Type: GrantFiled: February 17, 1984Date of Patent: March 25, 1986Assignee: Merck & Co., Inc.Inventors: Ulf H. Dolling, Seemon H. Pines, Edward J. J. Grabowski -
Patent number: 4578520Abstract: Novel compounds of general formula I ##STR1## wherein R is a branched or unbranched alkyl, cycloalkyl, or aralkyl group, which group optionally contains or is substituted by a halogen or oxygen function, the oxygen function optionally being in the form of an alcohol or ether moiety;R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, is hydrogen, an alkyl, acyl, or benzoyl group, which group optionally contains or is substituted by a halogen or oxygen function;R.sub.4 is hydrogen, an alkyl, alkenyl preferably being an allyl or prenyl group, or aralkyl group which group optionally contains or is substituted by an alkyl, aryl, halogen or oxygen function;R.sub.5 is hydrogen, an alkyl, aralkyl, acyl, or aryl group, which group optionally contains or is substituted by an alkyl, aryl, halogen, or oxygen function; except that R.sub.4 and R.sub.5 are not both hydrogen;and except for the compounds when R.sub.Type: GrantFiled: December 7, 1984Date of Patent: March 25, 1986Assignee: Noristan LimitedInventors: Theunis G. Fourie, Theodor G. Dekker, Friedrich O. Snyckers, Cornelis J. van der Schyf
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Patent number: 4568768Abstract: A method for producing m-hydroxy-acetophenone which comprises allowing m-(2-hydroxy-2-propyl)cumene hydroperoxide to react at 30.degree. to 100.degree. C. in the presence of an aqueous solution containing 0.001 to 1 mole of iron salt per mole of said compound, 0.01 to 4 moles of copper salt per mole of said iron salt, and mineral acid to give m-(2-hydroxy-2-propyl)acetophenone, then allowing the resulting compound to react at 30.degree. to 95.degree. C. in the presence of 1 to 20 moles of 5 to 90% by weight aqueous hydrogen peroxide solution per mole of said compound and acid catalyst to form m-(2-hydroperoxy-2-propyl)acetophenone, and further subjecting the product formed to acid decomposition. m-Hydroxyacetophenone is an important intermediate in the fields of pharmaceuticals, agricultural chemicals, dyestuffs and the like.Type: GrantFiled: December 13, 1984Date of Patent: February 4, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Makoto Nakamura, Seiichi Kai, Nobuharu Kono
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Patent number: 4568429Abstract: 2,4-Dihydroxybenzophenone is prepared substantially quantitatively and in a highly purified form by reacting resorcinol with a benzotrihalide in the presence of an aqueous solution of N-methylpyrrolidone and subsequently subjecting the crude reaction product mixture to vacuum distillation.Type: GrantFiled: March 2, 1984Date of Patent: February 4, 1986Assignee: GAF CorporationInventor: Kou-Chang Liu
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Patent number: 4562293Abstract: Spiro[5.5]undeca-1,4,8-trien-3-ones are prepared by reacting a phenol having a free p-position with formaldehyde, a nitrogen compound selected from ammonia and primary and secondary amines, and a conjugated diene in an inert solvent at a temperature of at least about 190.degree. C.Type: GrantFiled: October 15, 1984Date of Patent: December 31, 1985Assignee: Ethyl CorporationInventor: Jerry M. Roper
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Patent number: 4542233Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.Type: GrantFiled: July 20, 1983Date of Patent: September 17, 1985Assignee: Biaschim S.p.A.Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
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Patent number: 4540828Abstract: Catalysts and a method of using said catalysts for the alkoxylation of a variety of materials is disclosed. Catalysts so described produce alkoxylates having a very sharp alkoxylate distribution. The catalysts are supported and unsupported dialkoxy and dialkyl metal fluorides and halides and alkyl metal difluorides and dihalides.Type: GrantFiled: February 25, 1983Date of Patent: September 10, 1985Assignee: Vista Chemical CompanyInventor: Kang Yang
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Patent number: 4532356Abstract: Novel bis(3',5'-mono or dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting a (3',5'-mono or dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketone with an N,N-dihydrocarbyl-2,6-mono or dihydrocarbyl-4-aminomethylphenol and an alkyl halide in the presence of an alkaline earth metal halide. The products are useful as antioxidants.Type: GrantFiled: November 16, 1983Date of Patent: July 30, 1985Assignee: Ethyl CorporationInventors: Charles R. Everly, Jerry M. Roper
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Patent number: 4529490Abstract: Aryliodonium salts resulting from the condensation of aryliodosotosylates and aryl ketones are provided which are used as photoinitiators to effect deep section UV cures. Deep section photopolymerizable organic materials are also provided which can be used as encapsulating agents to encapsulate a wide variety of electronic components.Type: GrantFiled: May 23, 1983Date of Patent: July 16, 1985Assignee: General Electric CompanyInventors: James V. Crivello, Julia L. Lee
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Patent number: 4528400Abstract: Disclosed is a method for the preparation of ketones by a catalytic vapor phase reaction of using reactants such as ketones with carboxylic acids and/or carboxylic acid precursors. An example of such a reaction is that of acetone with pivalic acid over a ceria-alumina catalyst at a temperature of nearly 470.degree. C. to produce pinacolone.Type: GrantFiled: November 20, 1981Date of Patent: July 9, 1985Assignee: SDS Biotech CorporationInventors: Richard L. Cryberg, Russell M. Bimber
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Patent number: 4513141Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as alkylated phenols.Type: GrantFiled: April 28, 1983Date of Patent: April 23, 1985Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Daniel A. Singleton
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Patent number: 4500738Abstract: Alkoxymethyl protecting groups for organic hydroxyl substituents may be introduced into the desired compounds by acetal exchange between an alkylal and an alcohol in the presence of phosphorus oxychloride and dimethylformamide.Type: GrantFiled: December 8, 1983Date of Patent: February 19, 1985Assignee: American Home Products CorporationInventor: Henry G. Schouten
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Patent number: 4495353Abstract: The invention relates to a process for substituting for a halogen atom attached to the nuclear carbon atom of an aromatic ring, a substituent of the formula -O-R wherein R represents alkyl, alkenyl, alkynyl or benzyl, which process comprises reacting the halogen-substituted aromatic compound with an alcoholate of the formula M.sup.n+ [O--R].sub.n.sup..crclbar. wherein M is an alkali metal atom or alkaline earth metal atom, n is the valency of M, and R is as defined above, in the presence of an active catalyst mixture comprising (i) a formic acid ester of an organic alcohol having the formula R.sup.2 --O--CO--H wherein R.sup.2 is as defined for R above; and (ii) a cuprous salt; in a liquid medium which is a solvent for the catalyst mixture and in which the halogen-substituted aromatic compound is at least partially soluble, under substantially anhydrous conditions and a non-oxidizing atmosphere. The invention further relates to a catalyst used in the above process.Type: GrantFiled: June 13, 1983Date of Patent: January 22, 1985Assignee: Sterling Drug Inc.Inventor: Robert J. Bryant
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Patent number: 4486605Abstract: A method for producing an aromatic carbonyl compound represented by the formula (B)-1 or (B)-2: ##STR1## comprising decomposing a hydroperoxide represented by the formula (A)-1 or (A)-2: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are defined in the specification, in an inert gas atmosphere in the presence of an aqueous layer containing an iron salt, a copper salt and an acid is disclosed. Novel m-(2-hydroxy-2-propyl)acetophenone and m-isopropenylacetophenone which are useful as an intermediate for the preparation of medicines are also disclosed. A method for producing m-isopropenylacetophenone comprising dehydrating m-(2-hydroxy-2-propyl)acetophenone in the presence of an acid catalyst is further disclosed.Type: GrantFiled: January 7, 1983Date of Patent: December 4, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Haruhisa Harada, Hiroshi Maki
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Patent number: 4473713Abstract: At least one of the other functions comprising an aryl-aliphatic ether, e.g., veratrol, is catalytically hydrolyzed with water, e.g., to guaiacol, in the presence of a catalytically effective amount of a salt of a carboxylic acid.Type: GrantFiled: September 27, 1982Date of Patent: September 25, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Serge Ratton
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Patent number: 4456770Abstract: Novel (3',5'-dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting an N,N-dihydrocarbyl-2,6-dihydrocarbyl-4-aminomethylphenol with a 1,3-diketone in the presence of a basic substance. The products are useful as antioxidants.Type: GrantFiled: September 7, 1982Date of Patent: June 26, 1984Assignee: Ethyl CorportationInventors: Charles R. Everly, Jerry M. Roper
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Patent number: 4456771Abstract: Novel (3',5'-dihydrocarbyl-4'-hydroxybenzyl)-1,3-diketones are prepared by reacting an N,N-dihydrocarbyl-2,6-dihydrocarbyl-4-aminomethylphenol with a 1,3-diketone and an alkyl halide in the presence of an alkali or an alkaline earth metal hydride. The products are useful as antioxidants.Type: GrantFiled: September 7, 1982Date of Patent: June 26, 1984Assignee: Ethyl CorporationInventors: Charles R. Everly, Jerry M. Roper
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Patent number: 4453004Abstract: A process for the preparation of an alkylated phenolic ether comprising reacting a phenolic compound at a temperature of at least the melting point of the phenol and in the absence of a solvent with an alkylating agent until an alkylated phenol is produced.Type: GrantFiled: April 1, 1982Date of Patent: June 5, 1984Assignee: International Telephone and Telegraph CorporationInventor: Randall B. Nelson
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Patent number: 4446078Abstract: A process for the preparation of .alpha.,.alpha.-difluoroalkoxy or .alpha.,.alpha.-difluoroalkylthiophenyl ketones, in which a polyhaloalkoxybenzene or a polyhaloalkylthiobenzene is reacted with a carboxylic acid, a precursor or a derivative of this acid in the presence of boron trifluoride in such an amount that the absolute pressure of the boron trifluoride within the reaction vessel exceeds 1 bar, and in the presence of hydrofluoric acid as a solvent. The resultant products are useful as intermediates in the synthesis of compounds having phytosanitary (e.g., herbicidal) or pharmaceutical activity.Type: GrantFiled: June 28, 1982Date of Patent: May 1, 1984Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4439590Abstract: Novel poly-aromatic ethynyl-terminated enyne compounds of the formula: ##STR1## are provided together with a method of production thereof, wherein R.sub.1 is a strong electron withdrawing moiety and n is equal to or greater than 1.Type: GrantFiled: April 19, 1982Date of Patent: March 27, 1984Assignee: Celanese CorporationInventor: Harry T. Hanson
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Patent number: 4414417Abstract: This invention relates to a process for the reduction of .alpha.-,.beta.-unsaturated linear homo- and heterocyclic ketones by a transfer of hydrogen from an alcohol donor to said unsaturated ketone. The alcohol donor must be unsubstituted or substituted with an inert group. Also the alcohol donor may be a primary or secondary alcohol or a glycol. The process is a catalytic one and is carried out in the presence of complexed iridium and rhodium catalysts of the following formulae: ##STR1## wherein: M is selected from Ir and Rh;Chel represents a kelating bidentate nitrogenous compound;L--L represents a molecule of a preferably not conjugated diolefin, or two molecules of a mono-olefin;X.sup.- represents an anion selected from among: Cl.sup.-, Br.sup.-, J.sup.- ; PF.sub.6.sup.-, BF.sub.4.sup.-, CIO.sub.4.sup.-, B(C.sub.6 H.sub.5).sub.4.sup.Type: GrantFiled: December 30, 1981Date of Patent: November 8, 1983Assignee: Montedison, S.p.A.Inventors: Giovanni Mestroni, Grazia Zassinovich, Annamaria Camus
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Patent number: 4400542Abstract: There is described a process for the production of a 4,6-diacetyl resorcinol having an alkyl C 1 to 6 or an alkenyl C 2 to 6 group in the 2-position, which comprises reacting 4,6-diacetyl resorcinol with an alkyl C 1 to 6- or an alkenyl C 2 to 6- halide.The product 4,6-diacetyl resorcinols are useful as intermediates in the production of pharmaceuticals. Certain of the product 4,6-diacetyl resorcinols are novel.Type: GrantFiled: April 22, 1981Date of Patent: August 23, 1983Assignee: Fisons LimitedInventors: David K. Rainey, Michael M. Fanthorpe
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Patent number: 4390721Abstract: A novel 3-endo-protected hydroxyl-tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is described which can be alkylated stereospecifically to give a 5-endo-protected hydroxyl-bicyclo[2,2,1]heptan-2-one which may then be converted via a sequence of reactions into prostaglandins of the F-series having a protecting group at the 9-position. The synthesis of the tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is also described.Type: GrantFiled: November 1, 1978Date of Patent: June 28, 1983Assignee: Allen & Hanburys LimitedInventor: Stanley M. Roberts
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Patent number: 4385185Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.Type: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4384135Abstract: A method of preparing a diphenyl ether compound of the formula (II) ##STR1## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO.sub.2 of CN; and W is methyl, cyano, CH.sub.3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR.sup.1 wherein R.sup.1 is an optionally substituted aliphatic radical; --NR.sup.2 R.sup.3 wherein R.sup.2 and R.sup.3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO.sub.2 R.sup.4 wherein R.sup.4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.Type: GrantFiled: January 19, 1981Date of Patent: May 17, 1983Assignee: Imperial Chemical Industries LimitedInventors: David Cartwright, Roger Salmon, Alfred G. Williams