Nitrogen Containing Material Utilized Patents (Class 568/351)
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Patent number: 10527940Abstract: A photosensitive resin composition capable of forming a cured film with satisfactory adhesion to substrates and excellent transparency, a polyamide resin which is used in the photosensitive resin composition, a method for producing the polyamide resin, a compound which is used as a raw material of the polyamide resin, a method for producing the compound, a method for producing a cured film using the photosensitive resin composition, and a cured film which is obtained by curing the photosensitive resin composition. The photosensitive resin composition including a resin and a photopolymerization initiator. The resin is a polyamide resin including a structural unit, which includes a specific saturated alicyclic skeleton, and at least one carboxy group esterified by a unit containing a polymerizable group of a predetermined structure.Type: GrantFiled: September 8, 2017Date of Patent: January 7, 2020Assignee: TOKYO OHKA KOGYO CO., LTD.Inventors: Yoshinori Tadokoro, Dai Shiota
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Patent number: 9783640Abstract: A polyimide precursor comprising at least one repeating unit represented by the following chemical formula (5): in which A3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X3 and Y3 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms, and/or at least one repeating unit represented by the following chemical formula (6): in which A3 is a divalent group of an aromatic diamine or an aliphatic diamine, from which amino groups have been removed; and X4 and Y4 are each independently hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkylsilyl group having 3 to 9 carbon atoms.Type: GrantFiled: September 13, 2013Date of Patent: October 10, 2017Assignee: UBE INDUSTRIES, LTD.Inventors: Takuya Oka, Yukinori Kohama, Yoshiyuki Watanabe, Nobuharu Hisano
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Patent number: 8981159Abstract: The invention relates to a method for the oxidation of a primary or secondary alcohol, preferably to form an aldehyde or ketone, comprising the following steps: a) providing a catalyst composition comprising at least one compound containing a nitroxyl radical, at least one NO source, at least one carbon or mineral acid or an anhydride of a carbon or mineral acid; b) producing a reaction mixture by adding at least one primary or secondary alcohol and a gas comprising oxygen and optionally one or more than one solvent to the catalyst composition from step a) or step e); c) incubating the reaction mixture from step b) at a temperature of between 0 and 100° C. or at the boiling point of the solvent; d) simultaneously with or subsequent to step c): crystallizing the reaction product; and e) recovering the catalyst composition by removing the crystallized reaction product from the reaction mixture obtained in step d).Type: GrantFiled: December 6, 2011Date of Patent: March 17, 2015Assignee: Evonik Degussa GmbHInventors: Florian Klasovsky, Thomas Haas, Thomas Tacke, Jan Christoph Pfeffer, Michael Rimbach, Michael Volland, Michiel Janssen, Roger Sheldon, Juergen Haberland
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Patent number: 8940940Abstract: The present invention relates to a process for preparing cyclic compounds having at least eight carbon atoms and at least one keto group, to the cyclic compounds obtained by this process and to the use thereof, in particular as fragrance or for providing a fragrance.Type: GrantFiled: June 12, 2013Date of Patent: January 27, 2015Assignee: BASF SEInventors: Richard Dehn, Joaquim Henrique Teles, Michael Limbach, Stephan Deuerlein, Manuel Danz, Ralf Pelzer, Daniel Schneider
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Patent number: 8716531Abstract: A method for producing a norbornene derivative includes forming a Mannich base represented by any of general formulae (5) to (7) by reacting a carbonyl compound represented by any of general formulae (1) to (3) and an amine compound represented by general formula (4) with each other in an acidic solvent, to thereby obtain a reaction liquid comprising the Mannich base in the acidic solvent, wherein the acidic solvent comprises a formaldehyde derivative and 0.01 mol/L or more of an acid represented by formula HX; reacting the Mannich base and a diene compound represented by general formula (8) with each other by adding an organic solvent, a base in an amount of 1.0 to 20.0 equivalents to the acid, and the diene compound to the reaction liquid, and then heating the reaction liquid, to thereby form the norbornene derivative represented by any of general formulae (9) to (11).Type: GrantFiled: May 13, 2010Date of Patent: May 6, 2014Assignee: JX Nippon Oil & Energy CorporationInventors: Shinichi Komatsu, Hisashi Sone, Takeshi Koike, Sayako Kawahama
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Patent number: 8629303Abstract: A 5-norbornene-2-spiro-?-cycloalkanone-??-spiro-2?-5?-norbornene represented by the following general formula (1): [in the formula (1), R1s, R2, and R3 each independently represent a hydrogen atom or the like, and n represents an integer of 0 to 12].Type: GrantFiled: February 9, 2011Date of Patent: January 14, 2014Assignee: JX Nippon Oil & Energy CorporationInventors: Shinichi Komatsu, Michiaki Adachi
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Publication number: 20130338402Abstract: The present invention relates to a process for preparing cyclic compounds having at least eight carbon atoms and at least one keto group, to the cyclic compounds obtained by this process and to the use thereof, in particular as fragrance or for providing a fragrance.Type: ApplicationFiled: June 12, 2013Publication date: December 19, 2013Inventors: Richard Dehn, Joaquim Henrique Teles, Michael Limbach, Stephan Deuerlein, Manuel Danz, Ralf Pelzer, Daniel Schneider
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Patent number: 8487138Abstract: In a process for oxidizing a hydrocarbon to a corresponding hydroperoxide, alcohol, ketone, carboxylic acid or dicarboxylic acid, the hydrocarbon is contacted with an oxygen-containing gas in the presence of a catalyst comprising a cyclic imide of the general formula (I): wherein each of R1 and R2 is independently selected from hydrocarbyl and substituted hydrocarbyl radicals having 1 to 20 carbon atoms, or from the groups SO3H, NH2, OH and NO2, or from the atoms H, F, Cl, Br and I provided that R1 and R2 can be linked to one another via a covalent bond; each of Q1 and Q2 is independently selected from C, CH, N and CR3; each of X and Z is independently selected from C, S, CH2, N, P and an element of Group 4 of the Periodic Table; Y is O or OH; k is 0, 1, or 2; 1 is 0, 1, or 2; m is 1 to 3, and R3 can be any of the entities listed for R1.Type: GrantFiled: July 11, 2008Date of Patent: July 16, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, James C. Vartuli, Stephen Zushma
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Publication number: 20120310013Abstract: A 5-norbornene-2-spiro-?-cycloalkanone-??-spiro-2?-5?-norbornene represented by the following general formula (1): [in the formula (1), R1s, R2, and R3 each independently represent a hydrogen atom or the like, and n represents an integer of 0 to 12].Type: ApplicationFiled: February 9, 2011Publication date: December 6, 2012Applicant: JX NIPPON OIL & ENERGY CORPORATIONInventors: Shinichi Komatsu, Michiaki Adachi
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Publication number: 20110039888Abstract: The present invention relates, generally, to asymmetric ?-functionalization and to asymmetric ?,?-bisfunctionalization of ketones and aldehydes and, in particular, to chiral auxiliaries suitable for use in effecting such functionalizations and to methods of using same.Type: ApplicationFiled: April 21, 2009Publication date: February 17, 2011Inventors: Don M. Coltart, Daniel Lim
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Patent number: 7683191Abstract: The invention relates to a method for producing chiral organic compounds by asymmetric catalysis, using ionic catalysts comprising a chiral catalyst anion. The claimed method is suitable for reactions which are carried out over cationic intermediate stages, such as iminium ions or acyl pyridinium ions. The invention enables the production of chiral compounds with high ee values, that until now could only be obtained by means of costly purification methods.Type: GrantFiled: February 27, 2007Date of Patent: March 23, 2010Assignee: Studiangesellschaft Kohle mbHInventors: Benjamin List, Sonja Mayer, Martin Nolwenn, Wang Xingwang
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Patent number: 7145041Abstract: The invention relates to a method for catalytically oxidizing unsaturated hydrocarbons to form oxidation products, and to the production of saturated alcohols, ketones, aldehydes or carboxylic acids by subsequently hydrogenating the oxidation product. A compound of formula (I) is used as a catalyst during oxidizing in which: R1, R2=H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 carbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 signify identical or different radicals or R1 and R2 can be coupled to one another via a covalent bond, with Q1, Q2=the same or different, C, CH, N; X, Z=C, S or CH2; Y=O or OH; k=0, 1 or 2; 1=0, 1 or 2; m=1 to 100 in the presence of a radical initiator. Peroxy compounds or azo compounds can be used as radical initiators. Preferred substrates are cyclic aliphatic or aromatic compounds.Type: GrantFiled: June 12, 2002Date of Patent: December 5, 2006Assignee: Degussa AGInventors: Adolf Kuehnle, Carsten Jost, Roger Arthur Sheldon, Sandrine M. M. Chatel, Isabella W. C. E. Arends
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Patent number: 7015358Abstract: A process for the production of aliphatic or alicyclic monoketones or alicyclic diketones of the formula R1—C(?O)—R2 in which R1 is a linear or branched C1-10-alkyl group and R2 is a linear or branched C1-10-alkyl group or a phenyl group, or R1 or R2 together are —(CH2)m—[C(?O)]n—(CH2)p—, wherein m and p independently are integers from 1 to 4 and n is 0 or 1, thus forming an alicyclic ring together with the carbonyl group of R1—C(?O)—R2 by oxidizing a secondary alcohol of formula R1?—CHOH—R2? in which R1? and R2? either have the same meaning as R1 and R2 above or, if R1 and R2 together are —(CH2)m—[C(?O)]n—(CH2)p—, are together —(CH2)m—(CHOH)n—(CH2)p— wherein m, n and p are as defined above, with a peroxy compound in the presence of a carboxylic acid and a manganese(IV) complex of 1,4,7-trimethyl-1,4,7-triazacyclononane.Type: GrantFiled: April 23, 2002Date of Patent: March 21, 2006Assignee: Lonza AGInventors: Georg Süss-Fink, Georgiy B Shul′Pin, Lidia S. Shul′Pina
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Patent number: 6852893Abstract: The invention relates to a method for oxidizing substrates such as hydrocarbons, waxes or soot. The method involves the use of a compound of formula (I) in which: R1 and R2 represent H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 hydrocarbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 designate identical or different radicals or R1 and R2 can be linked to one another via a covalent bonding; Q1 and Q2 represent C, CH, N, CR5, each being the same or different; X and Z represent C, S, CH2, each being the same or different; Y represents O and OH; k=0, 1, 2; l=0, 1, 2; m=1 to 3, and; R5 represents one of the meanings of R1. Said compound is used as a catalyst in the presence of a radical initiator, whereby the molar ratio of the catalyst to the hydrocarbon is less than 10 mol %. Peroxy compounds or azo compounds can be used as the radical initiator. Preferred substrates are aliphatic or aromatic hydrocarbons.Type: GrantFiled: March 22, 2001Date of Patent: February 8, 2005Assignee: Creavis Gesellschaft fuer Technologie and Innovation mbHInventors: Adolf Kühnle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer, Roger Arthur Sheldon, Sasidharan Manickam, Isabella W. C. E. Arends
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Publication number: 20040204612Abstract: A disulfone compound represented by the general formula (3): 1Type: ApplicationFiled: March 2, 2004Publication date: October 14, 2004Inventors: Shinzo Seko, Naoto Konya, Toshiya Takahashi
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Patent number: 6610889Abstract: Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.Type: GrantFiled: October 31, 2001Date of Patent: August 26, 2003Assignee: The Board of Trustees of the Leland Stanford Junior UniversityInventors: Barry M. Trost, Hisanaka Ito
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Publication number: 20030088095Abstract: A first process for producing an optically active perfluoroalkylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfluoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro 3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybutanoic aryl ester derivatives.Type: ApplicationFiled: August 7, 2002Publication date: May 8, 2003Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Akihiro Ishii, Masatomi Kanai, Takashi Hayami, Katsuyoshi Shibata, Masaki Matsui, Kazumasa Funabiki, Yokusu Kuriyama, Manabu Yasumoto
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Patent number: 6559343Abstract: Process for the preparation of 2,2,4,4-tetrasubstituted 1,3,5-cyclohexanetriones of the formula I, by reaction of a cyclobutane-1,3-dione of the formula II with an O or N nucleophile and a silylating reagent, and subsequent acetylation and cyclization.Type: GrantFiled: November 29, 2001Date of Patent: May 6, 2003Assignee: BASF AktiengesellschaftInventors: Roland Götz, Norbert Götz, Matthias Witschel, Michael Rack
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Patent number: 6468487Abstract: In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the following formula (1): wherein R1 and R2 represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a cycloalkyl group, and R1 and R2 may bond together to form a double bond, or an aromatic or non-aromatic ring, and Y is an O or OH, and n denotes 1 to 3; a substrate is allowed to contact with at least one reactant selected from (i) a nitrogen oxide and (ii) a mixture of carbon monoxide and oxygen to be introduced with at least one functional group selected from a nitro group and a carboxyl group. The nitrogen oxide includes, for example, a compound represented by the formula NxOy (e.g., N2O3, NO2). The substrate includes, for example, a compound having a methine carbon atom (e.g., adamantane), a compound having a methyl group or a methylene group at an adjacent moiety of an aromatic ring.Type: GrantFiled: February 19, 1999Date of Patent: October 22, 2002Assignee: Daicel Chemical Industries, Ltd.Inventors: Yasutaka Ishii, Tatsuya Nakano, Satoshi Sakaguchi
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Patent number: 6288281Abstract: A process for the carbonylation of saturated hydrocarbons to give an oxygenated saturated hydrocarbon is disclosed and claimed. The process involves using an acidic ionic liquid catalyst to catalyze the carbon monoxide addition to the saturated hydrocarbon at reaction conditions to form an oxygenate. The acidic ionic liquid comprises a Lewis or Bronsted acid in combination with a quaternary nitrogen-containing compound. A specific example is a mixture of aluminum chloride and n-butylpyridinium chloride.Type: GrantFiled: November 16, 2000Date of Patent: September 11, 2001Assignee: UOP LLCInventors: Laszlo T. Nemeth, Jeffery C. Bricker, Jennifer S. Holmgren, Lyle E. Monson
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Patent number: 6229050Abstract: The invented process produces a corresponding 5-hydroxy-2-adamantanone derivative by allowing a 2-adamantanone derivative of the following formula (1): wherein each of Ra, Rb, and Rc is, identical to or different from one another, a hydrogen atom, a halogen atom, an alkyl group, a hydroxyl group which may be protected by a protective group, a hydroxymethyl group which may be protected by a protective group, an amino group which may be protected by a protective group, a carboxyl group which may be protected by a protective group, or a nitro group, and of carbon atoms constituting an adamantane skeleton, the other carbon atoms than carbon atoms at bridgehead positions and at a bonding position of an oxo group may have a substituent, to react with oxygen in the presence of N-hydroxyphthalimide or another imide compound, a vanadium compound, and a manganese compound.Type: GrantFiled: September 29, 2000Date of Patent: May 8, 2001Assignee: Daicel Chemical Industries, Ltd.Inventor: Tatsuya Nakano
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Patent number: 6229051Abstract: The preparation of carbonyl compounds by oxidizing a nitro functional group of an organic compound is described. Oxidation is accomplished under catalyzed oxidative Nef reaction conditions.Type: GrantFiled: June 2, 1998Date of Patent: May 8, 2001Assignee: Eastman Chemical CompanyInventor: Louise O. Sandefur
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Patent number: 5475006Abstract: .beta.-Carotene and canthaxanthin, as representative carotenoids, and to a lesser extent, retinoic acid, a representative retinoid, undergo extensive oxidation to yield substances, insofar as oxidized .beta.-carotene is a model, which have properties useful as non-toxic agents active against cell proliferation, tumors, and tumorigenic viruses, and useful as promoters of cell differentiation. It is evident from chemical analysis of the highly oxidized .beta.-carotene product mixture that none of the various forms of vitamin A are present or are present only in minor amounts. Furthermore, the biological activities of oxidized canthaxanthin and retinoic acid, which cannot form, vitamin A, indicate the presence of active substances that are different from vitamin A. Although the anti-proliferative and differentiation promotion activities of oxidized .beta.-carotene resemble those of vitamin A itself, generally the effects are more powerful for oxidized .beta.-carotene in a wide variety of circumstances.Type: GrantFiled: August 10, 1994Date of Patent: December 12, 1995Assignee: National Research Council of CanadaInventors: Graham Burton, Janusz Daroszewski, Jenny Phipps
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Patent number: 5225604Abstract: The present invention relates to a process for the preparation of astaxanthin having the formula ##STR1## comprising the step of oxidizing a dienolether, a dienamine, or a dienolate anion of canthaxanthin with an oxaziridine oxidant to produce an astaxanthin dihemiaminal, and then decomposing the dihemiaminal to produce astaxanthin. The process advantageously involves two less steps than the best known prior art process for the preparation of astaxanthin.The invention also relates to important intermediates in the preparation of astaxanthin, which is itself an important additive in the fish industry, the most important of which intermediates is the astaxanthin dihemiaminal.Type: GrantFiled: December 9, 1991Date of Patent: July 6, 1993Assignee: NeuroSearch A/SInventor: Peter Moldt
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Patent number: 5162586Abstract: The conjugate addition of hydrocarbon equivalents to alpha,beta-unsaturated carbonyl compounds using a series of novel catalysts is described. The catalysts comprise copper(I) complexes with ligand systems comprising either tropocoronand macrocycles or N,N'-dialkylsubstituted aminotroponeimines.Type: GrantFiled: May 9, 1989Date of Patent: November 10, 1992Assignee: Massachusetts Institute of TechnologyInventors: Gilberto M. Villacorta, Kwang-Hyun Ahn, Stephen J. Lippard
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Patent number: 5134238Abstract: Disclosed herein is a class of chiral copper-amine complexes of the formula R(L*) CuLi in which L* is selected from: ##STR1## In this formula, R is a transferable ligand, which can be alkyl, aryl or aralkyl. M is a metal ion such as Li, Na, K, Cs, Rb, Be, Mg and other metal ions from the first two columns of the periodic table. R.sub.1 is straight chain alkyl, R.sub.2 is aryl or substituted aryl and R.sub.3 and R.sub.4 form a heterocyclic ring or a substituted heterocyclic ring with 4 to 8 members including oxygen and sulfur.Such complexes react with .alpha.,.beta.-unsaturated ketones, aldehydes, esters and other carbonyl containing compounds such that R is transferred to the 3 position enantioselectively as shown below. ##STR2## Such complexes react with .alpha.,.beta.-unsaturated ketones in the presence of trialkysilyl halides to give silyl enol ether in which R is substituted in the 3 position as shown below.Type: GrantFiled: July 15, 1991Date of Patent: July 28, 1992Assignee: Brigham Young UniversityInventors: Bryant E. Rossiter, Masakatsu Eguchi
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Patent number: 5097063Abstract: The present invention relates to a process for the preparation of astaxanthin having the formula ##STR1## comprising the step of oxidizing a dienolether, a dienamine, or a dienolate anion of canthaxanthin with an oxaziridine oxidant to produce an astaxanthin dihemiaminal, and then decomposing the dihemiaminal to produce astaxanthin. The process advantageously involves two less steps than the best known prior art process for the preparation of astaxanthin.The invention also relates to important intermediates in the preparation of astaxanthin, which is itself an important additive in the fish industry, the most important of which intermediates is the astaxanthin dihemiaminal.Type: GrantFiled: December 24, 1990Date of Patent: March 17, 1992Assignee: NeuroSearch A/SInventor: Peter Moldt
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Patent number: 4552703Abstract: Optically active cyclopentenolones, useful as an intermediate to be directed to pyrethroid insecticide, are produced starting from the optically active cyclopentenolones with the opposite configuration, through the formation of their nitrate ester, followed by the hydrolysis with inversion of configuration.Type: GrantFiled: April 16, 1984Date of Patent: November 12, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Takeaki Umemura, Ayumu Inoue, Satoshi Mitsuda
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Patent number: 4374275Abstract: Novel pyrethroid intermediates ##STR1## wherein R.sup.1 and R.sup.2 each is alkyl are prepared by treating 2,2-dimethyl-3-(2-oxopropyl)cyclopropylacetaldehyde with a trialkylsilyldialkylamine. The above compounds can be treated with ozone to form 2,3-dimethyl-3-(2-oxopropyl)cyclopropanecarbaldehyde.Type: GrantFiled: October 28, 1981Date of Patent: February 15, 1983Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4324915Abstract: Novel pyrethroid intermediates ##STR1## wherein R.sup.1 and R.sup.2 each is alkyl are prepared by treating 2,2-dimethyl-3-(2-oxopropyl)cyclopropylacetaldehyde with a trialkylsilyldialkylamine. The above compounds can be treated with ozone to form 2,2-dimethyl-3-(2-oxopropyl)cyclopropanecarbaldehyde.Type: GrantFiled: May 1, 1981Date of Patent: April 13, 1982Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4288613Abstract: A method of synthesis of cyclopentanones comprising cyclizing a 4-pentenal, preferably under an ethylene atmosphere, in the presence of a catalytically effective amount of a cyclizing, rhodium(I) para-substituted triarylphosphine catalyst.Type: GrantFiled: December 3, 1979Date of Patent: September 8, 1981Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4202822Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.1 series.Type: GrantFiled: December 8, 1977Date of Patent: May 13, 1980Assignee: American Cyanamid CompanyInventor: Allan Wissner