Polycyclo Ring System Patents (Class 568/808)
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Patent number: 4414210Abstract: This invention relates to 2-hydroxyarylethyl-1,2,4-triazoles, their acid addition salts and metal salt complexes. This invention also relates to the method of preparation and use of these compounds. These compounds and salts thereof are highly active broad-spectrum systemic fungicides effective in controlling phytopathogenic fungi such as barley net blotch (Helminthosporium teres), grey mold (Botrytis fabae), bean powdery mildew (Erysiphe polygoni), grape downy mildew (Plasmopora viticola), rice blast (Piricularia oryzae), tomato late blight (Phytophthora infestans) and wheat stem rust (Puccinia graminis f. sp. tritici race 158-2).Type: GrantFiled: May 19, 1981Date of Patent: November 8, 1983Assignee: Rohm and Haas CompanyInventors: George A. Miller, Hak-Foon Chan
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Patent number: 4393079Abstract: Anti-inflammatory compositions are prepared which comprise a therapeutically effective amount of a compound of the formula ##STR1## wherein X is CO or CHOH; Y is CO; the dotted line represents a double bond which is present or absent; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxyl, hydroxyl, acetoxyl, nitro or amino; R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, alkenyl of 3 to 8 carbon atoms, cycloalkenyl of 5 to 8 carbon atoms or phenyl unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, methoxyl, ethoxyl, benzyloyl, hydroxyl, acetoxyl, trifluoromethyl, nitro, amino, acetyl, methylthiol, methylsulphonyl, methylamino and dimethylamino. Compounds of formula I above are also novel.Type: GrantFiled: December 15, 1976Date of Patent: July 12, 1983Assignee: Beecham Group LimitedInventors: William G. Cole, Alexander C. Goudie, Carl J. Rose
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Patent number: 4362744Abstract: Disclosed are novel compounds of the formula ##STR1## in which R.sup.1 is hydrogen or methyl; R.sup.2 is phenyl or phenyl-methyl either of which is optionally ring substituted with lower alkyl or halogen; R is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substitutedphenyl)-2-methylpropylcarbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substitutedvinylcyclopropanecarbonyl group; and, with respect to the indanyl substituents, the 1,3-trans isomer is present in an isomeric excess over the corresponding 1,3-cis isomer. The compounds wherein R is other than hydrogen are insecticides, and the compounds wherein R is hydrogen are insecticide intermediates.Type: GrantFiled: March 19, 1981Date of Patent: December 7, 1982Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4351842Abstract: Compounds of the general formula: ##STR1## in which A is a benzene ring or a carbocyclic aromatic group consisting of two or three fused benzene rings, the group A being linked to the nitrogen containing ring at two adjacent carbon atoms and the benzene ring or each benzene ring optionally carrying one or more substituents which may be the same or different, and may be alkyl, aryl, halo, hydroxy, acyloxy or alkoxy, or two adjacent positions in a ring may be substituted so as to form a methylene dioxy group (--O--CH.sub.2 --O--);R.sub.1 and R.sub.2 which may be the same or different, each represent hydrogen; an alkyl group which contains 1 to 6 carbon atoms and which may be substituted; a hydroxycarbonyl or an alkoxycarbonyl group; andone of R.sub.3 and R.sub.4 represents hydrogen, an alkyl group which contains 1 to 6 carbon atoms and which may be substituted, or a hydroxy, alkoxy, hydroxycarbonyl or alkoxycarbonyl group and the other of R.sub.3 and R.sub.Type: GrantFiled: July 21, 1980Date of Patent: September 28, 1982Assignee: Glaxo Laboratories LimitedInventor: Richard J. Coles
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Patent number: 4349689Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.Type: GrantFiled: December 22, 1980Date of Patent: September 14, 1982Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4346251Abstract: Novel compounds of the formula ##STR1## are disclosed in which R.sup.1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R.sup.2 is hydrogen. The compounds are intermediates of cyclopropanecarboxylate and related insecticides.Type: GrantFiled: October 31, 1980Date of Patent: August 24, 1982Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4326055Abstract: This invention is directed to 5,6,7,8-tetrahydro-naphthyl or indanyl stilbene derivatives which are useful as tumor inhibiting agents, in the treatment of neoplasms, dermatological conditions and rheumatic illnesses.Type: GrantFiled: December 15, 1978Date of Patent: April 20, 1982Assignee: Hoffmann-La Roche Inc.Inventor: Peter Loeliger
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Patent number: 4317918Abstract: An alcohol is produced in a high selectivity with a good yield from the corresponding carboxylic acid by reducing the latter with hydrogen in the presence of a rhenium catalyst in the coexistence of an organic base. An arylacetic acid, which is included in the starting carboxylic acid, can be produced in an excellent yield from the corresponding aryl aldehyde by reacting the latter with carbon monoxide and water in the presence of rhodium or its compound and hydrogen iodide.Type: GrantFiled: November 3, 1980Date of Patent: March 2, 1982Assignee: Sumitomo Chemical Co., Ltd.Inventors: Tetsuo Takano, Gohu Suzukamo, Masaru Ishino, Kiyoshi Ikimi
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Patent number: 4306075Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet antiaggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.Type: GrantFiled: December 22, 1980Date of Patent: December 15, 1981Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4306076Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.Type: GrantFiled: December 22, 1980Date of Patent: December 15, 1981Assignee: The Upjohn CompanyInventor: Norman A. Nelson
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Patent number: 4304733Abstract: Novel alcohols of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of carbamoyl and R.sub.1 ' and R.sub.2 ', R.sub.1 ' and R.sub.2 ' are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, arylalkyl of 7 to 13 carbon atoms, alkoxycarbonyl of 2 to 5 carbon atoms and --CN and R.sub.3 and R.sub.3 ' are individually selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms and alkenyl of 2 to 3 carbon atoms in the S form, R form or racemic mixtures thereof whose esters with cyclopropane carboxylic acids have an elevated insecticidal activity and their preparation.Type: GrantFiled: April 17, 1980Date of Patent: December 8, 1981Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4301166Abstract: The invention relates to hydroxyethyl-azole compounds and methods for their preparation. Also included in the invention are compositions containing said hydroxyethyl-azole compounds and methods for the use of said compounds and compositions as antimycotic agents.Type: GrantFiled: November 9, 1979Date of Patent: November 17, 1981Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Karl H. Buchel, Ingo Haller, Manfred Plempel
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Patent number: 4275071Abstract: Imidazole derivatives of the formula I and pharmaceutically acceptable acid addition salts thereof are provided: ##STR1## In the formula, R.sub.4 1- or 2-naphthyl, optionally substituted with Cl, Br, or I; 1,2,3,4-tetrahydro-6-naphthyl; 3-duryl, optionally 6-substituted by Cl, Br, I, NO.sub.2, CH.sub.3 or benzyl; mesityl, phenyl 2-, 3- or 4-substituted by OH, NH.sub.2, NO.sub.2, CH.sub.3 CONH, phenyl, phenoxy, cyclohexyl, phenylthio, benzylthio, C.sub.1 -C.sub.6 alkyl or C.sub.1 C.sub.6 alkylthio; 4-bibenzylyl; 3,4-dihydroxyphenyl,n=0, 1 or 2 and(a) R=H, alkyl having 1 to 6 carbon atoms or phenyl R.sub.1 =H, alkyl having 1 to 6 carbon atoms or phenyl one of R.sub.2 and R.sub.3 =H the other of R.sub.2 and R.sub.3 =H, OH, benzoyloxy, C.sub.2 -C.sub.7 alkanoyloxy, N-(C.sub.1 -C.sub.6 alkyl)-carbamoyloxy, N,N-[di-(C.sub.1 C.sub.6)alkyl]-carbamoyloxy, but if R.sub.2 =R.sub.3 =H then R=R.sub.1 =H, or(b) R=H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.1 =H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.2 +R.sub.Type: GrantFiled: July 10, 1979Date of Patent: June 23, 1981Assignee: Recordati S.A.Inventors: Dante Nardi, Alberto Tajano, Maria J. Magistretti
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Patent number: 4265818Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal product, perfume and perfumed article aroma imparting materials of certain indane alklanols and tricyclic isochromans defined according to the generic structure: ##STR1## wherein one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is C.sub.2 H.sub.5 and the remaining R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents methyl; wherein X is--CH.sub.2 --or hydrogen and wherein the dashed line represents a carbon-carbon single bond or no bond with the proviso that when X is--CH.sub.2 --, then the dashed line is a carbon-carbon single bond and when X is hydrogen, the dashed line represents no bond.Addition of said indane alkanols or said tricyclic isochromans or mixtures thereof is indicated to produce:A.Type: GrantFiled: August 3, 1979Date of Patent: May 5, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Wilhelmus J. Wiegers, Mark A. Sprecker, Hugh Watkins, Manfred H. Vock, Frederick L. Schmitt
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Patent number: 4263319Abstract: Novel compounds of the formula ##STR1## are disclosed in which R.sup.1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R.sup.2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.Type: GrantFiled: May 24, 1979Date of Patent: April 21, 1981Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4250200Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering, and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal product, perfume and perfumed article aroma imparting materials of indane alkanols and tricyclic isochromans defined according to the generic structure: ##STR1## wherein R.sub.1 is hydrogen or methyl; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent hydrogen, methyl or isopropyl; the dashed line represents a carbon-carbon single bond or no bond; X represents --CH.sub.2 --, CH.sub.3 or hydrogen; with the proviso (i) that R.sub.2 and R.sub.3 represent methyl when R.sub.4 is hydrogen and R.sub.5 is isopropyl and R.sub.4 and R.sub.5 represent methyl when R.sub.2 is hydrogen and R.sub.3 is isopropyl; and the dashed line represents a carbon-carbon single bond when X is --CH.sub.2 -- and the dashed line represents no bond when X is hydrogen or CH.sub.3.Type: GrantFiled: August 3, 1979Date of Patent: February 10, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Wilhelmus J. Wiegers, Mark A. Sprecker, Hugh Watkins, Manfred H. Vock, Frederick L. Schmitt
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Patent number: 4243682Abstract: 4-(6-Substituted naphthyl)butan-2-ols,-butan-2-ones,-pentan-2-ols and -pentan-2-ones bearing a fluoro group in the naphthyl ring, and pro-drugs thereof, are anti-inflammatory agents. A typical embodiment is 4-(4-fluoro-6-methoxy-2-naphthyl)-butan-2-one.Type: GrantFiled: October 23, 1978Date of Patent: January 6, 1981Assignee: Beecham Group LimitedInventors: Alexander C. Goudie, Laramie M. Gaster
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Patent number: 4208352Abstract: A process is provided for oxygenating alkyl-substituted aromatic compounds. Alkyl-substituted aromatic compounds in the liquid phase are contacted with molecular oxygen at a temperature below 200.degree. C. in the presence of a catalyst system which is substantially insoluble in the reaction mixture at reaction conditions. The catalyst components are a suspended copper compound and a suspended bromine compound which preferably are associated with a major quantity of a suitable catalyst support material. Optionally, the reaction can be carried out in the presence of minor amounts of acetic acid, acetic anhydride or suitable inorganic nitrate compounds.Type: GrantFiled: December 15, 1975Date of Patent: June 17, 1980Assignee: Phillips Petroleum CompanyInventor: Lloyd E. Gardner
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Patent number: 4193931Abstract: Novel 7-(substituted indanyl or naphthyl)-3-methyl-octa-2,4,6-triene derivatives useful as anti-tumor agents are disclosed.Type: GrantFiled: April 24, 1978Date of Patent: March 18, 1980Assignee: Hoffmann-La Roche Inc.Inventor: Peter Loeliger
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Patent number: 4166915Abstract: The title compound is prepared by contacting 6-oxatricyclo[3.2.1.1.sup.3,8 ]nonan-7-one with a stoichiometric amount of a reducing agent, such as lithium aluminum hydride, at reducing conditions, such as reflux temperature and pressure. This difunctional, endo-specific product is useful in the preparation of various polymer systems illustrated by polyesters, polyurethanes, polycarbonates, etc.Type: GrantFiled: December 14, 1977Date of Patent: September 4, 1979Assignee: The Dow Chemical CompanyInventor: Fredric L. Buchholz
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Patent number: 4166181Abstract: Novel anthanthrene derivatives characterized by the general formula ##STR1## where Alk is an alkyl C.sub.1 -C.sub.10, X.sub.1, X.sub.2 and X.sub.3, X.sub.4 stand for a group (1) --CH.sub.2 --CH.sub.2 -- or a group ##STR2## wherein Y is an oxygen atom or an imino-group, either unsubstitutedor containing substituents: alkyl, cycloalkyl, aryl; or, else, one of X.sub.1 and X.sub.2, as well as one of X.sub.3 and X.sub.4 is a CO-group, the other X then entering, corresponding, into the benzimidazole cycle. The structure of said compounds can be either symmetrical or non-symmetrical with respect to X.sub.1, X.sub.2 and X.sub.3, X.sub.4.Said anthanthrene derivatives are produced by cyclization in the presence of condensing agents of compounds having the formula ##STR3## where Z is either CHOH or CO, and Alk, X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are as defined above.Some of the said anthanthrene derivatives are used as dyes or pigments, while others serve as starting products for producing dyes or pigments.Type: GrantFiled: October 6, 1977Date of Patent: August 28, 1979Inventors: Nikolai S. Dokunikhin, Georgy N. Vorozhtsov, Faina I. Kichina, Nikolai B. Feldbljum
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Patent number: 4166131Abstract: This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is lower alkyl,R.sub.2 is hydrogen or lower alkyl,R.sub.3 is hydrogen or lower alkyl,R.sub.4 is hydrogen or lower alkyl,R.sub.5 is hydrogen, chlorine or lower alkyl, and each ofR.sub.6 and R.sub.7 is hydrogen, or, when R.sub.5 is hydrogen, R.sub.6 may also be chlorine or lower alkyl, and R.sub.7 chlorine or lower alkyl,Useful as anti-phlogistic and anti-arthritic agents.Type: GrantFiled: October 24, 1974Date of Patent: August 28, 1979Assignee: Hexachimie Societe AnonymeInventor: Trevor G. Payne
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Patent number: 4165330Abstract: An asymmetric synthesis process which involves addition of optically active chelated organometal compounds of lithium, sodium, beryllium, magnesium, zinc, copper and cadmium to prochiral unsaturated substrates. The optically active chelating agent is not consumed and can be recycled.Type: GrantFiled: February 13, 1978Date of Patent: August 21, 1979Assignee: Exxon Research & Engineering Co.Inventors: Thomas A. Whitney, Arthur W. Langer, Jr.
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Patent number: 4152356Abstract: This invention relates to a method of producing a dibenzocycloheptene compound of the structure ##STR1## in high yields which comprises: (a) hydrogenating an anthracene derivative in the 9,10 position to form a 9,10-dihydroanthracene derivative, (b) selectively mono-carbonylating one of the hydrogens in the 9,10 position to form a monoaldehyde, (c) reducing the aldehyde to form the corresponding alcohol and (d) dehydrating and expanding the center ring to form the dibenzocycloheptene compound.Type: GrantFiled: April 24, 1978Date of Patent: May 1, 1979Assignee: Exxon Research & Engineering Co.Inventor: Chang J. Kim
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Patent number: 4136116Abstract: 1-Methyl(or acetyl)-5H-dibenzo[a,d]cycloheptenes and 1-methyl(or acetyl)-10,11-dihydro-5H-dibenzo[a,d]cycloheptenes bearing a basic side chain at the 5-position, such as a 3-mono- or dimethylaminopropylidene, a 3-mono- or dimethylaminopropyl or a 3-dimethylaminopropylidene(or propyl)-N-oxide, intermediates and processes for their preparation, are described. The end products are useful antidepressants.Type: GrantFiled: March 14, 1975Date of Patent: January 23, 1979Assignee: Hoffmann-La Roche Inc.Inventors: Emilio Kyburz, Hans Spiegelberg
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Patent number: 4122093Abstract: A new synthesis of key prostaglandin precursors and intermediates employed in their preparation. The novel synthetic sequence of this invention is shorter and more efficient than those previously employed to prepare to key intermediate.Type: GrantFiled: April 14, 1977Date of Patent: October 24, 1978Assignee: Pfizer Inc.Inventors: Elias J. Corey, Jasjit S. Bindra, Thomas K. Schaaf
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Patent number: 4107206Abstract: The present invention relates to novel biologically active tricyclic compounds of the general formula: ##STR1## and salts thereof, IN WHICHR.sub.1 and R.sub.2 stand for hydroge, alkyl or alkenyl, an optionally substituted aralkyl group or an acyl group orR.sub.1 + r.sub.2 together with the nitrogen atom represent a heterocyclic 5- or 6-membered ring, andX and Y stand for hydrogen, hydroxy, halogen, alkyl or alkoxy of 1-6 carbon atoms, nitro, trifluoromethyl or an acyloxy group,Which compounds have valuable biological activities, particularly anorectic activity.Type: GrantFiled: October 26, 1976Date of Patent: August 15, 1978Assignee: Akzona IncorporatedInventors: Colin Leslie Hewett, David Samuel Savage
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Patent number: 4096337Abstract: The disclosure relates to novel 15-(3-aryl- or 3-aralkyl-cyclobutyl, -cyclopentyl and -cyclohexyl)-.omega.-pentanor prostaglandin analogues, for example 9.alpha.,11.alpha.,15.alpha.-trihydroxy-15-(trans-3-phenylcyclobutyl)-16,1 7,18,19,20-pentanor-5-cis,13-trans-prostadienoic acid, to pharmaceutical or veterinary compositions containing such a compound, and to a method of inducing luteolysis in animals by orally administering such a compound.Type: GrantFiled: June 1, 1976Date of Patent: June 20, 1978Assignee: Imperial Chemical Industries LimitedInventor: Peter Robert Marsham
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Patent number: 4089908Abstract: The compounds are 1-aryl-1-alknyl-1-(t-butyl)-substituted methanols, e.g. 3-(2'-naphthyl)-4,4-dimethyl-pent-1-yn-3-ol, are useful as hypolipidemic agents, and are prepared by reacting a 4-aryl-pivalophenone with a metallo-alkynyl reagent under Grignard reaction conditions.Type: GrantFiled: April 30, 1976Date of Patent: May 16, 1978Assignee: Sandoz, Inc.Inventor: Faizulla G. Kathawala
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Patent number: 4088787Abstract: The present invention relates to certain indane derivatives of general formula ##STR1## in which: X represents a hydrogen or halogen atom; R.sub.1 and R.sub.2, which may be identical or different, each represents a hydrogen atom, an alkyl group containing 1 to 5 carbon atoms or a cycloalkyl group containing 3 to 7 carbon atoms; R.sub.3 represents a hydrogen atom or an alkyl group containing 1 to 5 carbon atoms; and Y represents --CH.sub.2 OH or a group of formula --COOR.sub.4 in which R.sub.4 represents a hydrogen atom, 1/v(M) where M is a metal of valency v, or a group of formula--(CH.sub.2).sub.n --NR.sub.5 R.sub.6wherein n is an integer of 1 to 5 and R.sub.5 and R.sub.6, which may be identical or different, each represents a hydrogen atom, an alkyl group containing 1 to 5 carbon atoms, a cycloalkyl group containing 3 to 7 carbon atoms, an aryl group or an aralkyl group, or R.sub.5 and R.sub.Type: GrantFiled: May 27, 1976Date of Patent: May 9, 1978Assignee: Societe HexachimieInventor: Jean-Marie Teulon
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Patent number: 4088823Abstract: A process is provided for oxygenating alkyl-substituted aromatic compounds. In the process alkyl-substituted aromatic compounds are contacted with molecular oxygen in the presence of a suitable monocarboxylic acid, a soluble copper, cobalt, or iron compound, and an inorganic bromine compound. Optionally present are inorganic nitrates, acetic anhydride, or water. In an embodiment of the invention the process is carried out in two distinct steps with contact of the alkyl-substituted aromatic compounds and oxygen in the presence of the essential components produce an ester comprising both an aromatic alcohol and the carboxylic acid with subsequent hydrolyzing of this ester to produce an aromatic alcohol with regeneration of the carboxylic acid.Type: GrantFiled: October 7, 1975Date of Patent: May 9, 1978Assignee: Phillips Petroleum CompanyInventors: Hans D. Holtz, Lloyd E. Gardner