Preparing By Isomerization Patents (Class 568/627)
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Patent number: 11027257Abstract: Provided are porous polymeric materials, methods of making same, and methods of using same. The porous polymeric materials include crosslinked calixarene moieties. The porous polymeric materials can be added to a sample and absorb/adsorb pollutants present in the sample. The absorbed/adsorbed pollutant can further be isolated from the porous polymeric material. The porous polymeric materials can be recycled.Type: GrantFiled: July 14, 2018Date of Patent: June 8, 2021Assignee: New York University in Abu Dhabi CorporationInventors: Ali Trabolsi, Dinesh Shetty
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Patent number: 9346740Abstract: Provided is a method for producing a 2-alkenylamine compound efficiently and at low cost, using a primary or secondary amine compound and a 2-alkenyl compound as the starting materials therefor. The 2-alkenyleamine compound is produced by 2-alkenylating a primary or secondary amine compound, using a specified 2-alkenylating agent and in the presence of a catalyst comprising a complexing agent and a transition metal precursor stabilized by a monovalent anionic five-membered conjugated diene.Type: GrantFiled: August 29, 2012Date of Patent: May 24, 2016Assignees: SHOWA DENKO K.K., NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Yoshitaka Ishibashi, Naoya Fukumoto, Masato Kitamura
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Publication number: 20140371491Abstract: The present invention implements a strategy that combines an enzyme inhibition assay with a chemical dereplication process to identify active plant extracts and the particular compounds—diarylalkanes and/or diarylalkanols within those extracts that specifically inhibit binuclear enzyme function. Included in the present invention are compositions of matter comprised of one or more of diarylalkanes and/or diarylalkanols, which inhibit the activity of binuclear enzymes, particularly tyrosinase and which prevent melanin overproduction. The present invention also provides a method for inhibiting the activity of a binuclear enzyme, particularly tyrosinase and a method for preventing and treating diseases and conditions related to binuclear enzyme function. The present invention further includes a method for preventing and treating melanin overproduction and diseases and conditions of the skin related thereto.Type: ApplicationFiled: March 13, 2014Publication date: December 18, 2014Applicant: Unigen, Inc.Inventors: Qi Jia, Ji-Fu Zhao
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Patent number: 6844471Abstract: A method of converting (Z)-1-(3,5-disubstituted phenyl)-2-(4-substituted phenyl)ethene of general formula (II) to (E)-1-(3,5-disubstituted phenyl)-2-(4-substituted phenyl)ethene of general formula (I) wherein R1, R2, and R3 are the same or different and independently represent (C1-C4)alkyl, (C1-C4)alkoxy(C1-C4)alkyl, (C1-C4)alkoxy(C1-C4)alkoxy(C1-C4)alkyl, allyl, vinyl, silyl, formyl, acyl, aryl(C1-C4)alkyl or substituted aryl(C1-C4)alkyl group. The present invention also provides a process for the conversion of (E)-(3,5-disubstituted phenyl-2-(4-substituted phenyl)ethene of general formula (I) to E-resveratrol of formula (III).Type: GrantFiled: December 5, 2002Date of Patent: January 18, 2005Assignee: Orchid Chemicals and Pharmaceuticals LimitedInventors: Pandurang Balwant Deshpande, Senthil Kumar Udayampalayam Palanisamy, Gnanaprakasam Andrew
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Patent number: 6762329Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.Type: GrantFiled: April 25, 2002Date of Patent: July 13, 2004Assignee: Massachusetts Institute of TechnologyInventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
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Patent number: 6590127Abstract: The present invention relates to a process for the preparation of high purity and yield &agr;-asarone, trans 2,4,5-trimethoxy cinnamaldehyde, 2,4,5-trimethoxy-phenyl propionone, from &bgr;-asarone or &bgr;-asarone rich Acorus calamus oil containing &agr; and &ggr;-asarone by hydrogenating, followed by treatment with DDQ with or without solid support of silica gel or alumina in dry organic solvent and &agr;-asarone can also be obtained by treating the hydrogenated product of &bgr;-asarone or &bgr;-asarone rich Acorus calamus with DDQ in an aqueous organic solvent to obtain an intermediate 2,4,5-trimethoxy phenyl propionone, which in turn is reduced with sodiumborohydride to obtain the corresponding 2,4,5-trimethoxy-phenyl propanol and followed by final treatment with a dehydrating agent.Type: GrantFiled: March 28, 2002Date of Patent: July 8, 2003Assignee: Council of Scientific & Industrial ResearchInventors: Arun Kumar Sinha, Bhupendra Prasad Joshi, Ruchi Acharya
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Patent number: 6395939Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.Type: GrantFiled: October 5, 1998Date of Patent: May 28, 2002Assignee: Massachusetts Institute of TechnologyInventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
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Patent number: 6271423Abstract: A process for preparing butenyl ethers of the formula I CH3—CH═CH—CH2—OR I by reacting butadiene or butadiene-containing hydrocarbon streams with alcohols of the formula II ROH II at elevated temperature and superatmospheric pressure in the presence of transition metal complexes containing ligands of compounds of elements of group V of the Periodic Table of the Elements to form an isomer mixture of butenyl ethers of the formula I and butenyl ethers of the formula III CH2═CH—CH(OR)—CH3 III and, optionally, isomerizing the butenyl ethers of the formula III to butenyl ethers of the formula I, where R is as defined in the specification and the catalyst used is a complex of a transition metal of group VIII of the Periodic Table of the Elements with ligands of the formula IV where M is an iron, cobalt, nickel, or ruthenium atom, X is a bridge and where n, y and R1-R6 are as defined in the specification.Type: GrantFiled: December 8, 1999Date of Patent: August 7, 2001Assignee: BASF AktiengesellschaftInventor: Jürgen Dahlhaus
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Patent number: 5750800Abstract: An integrated process to produce diisopropyl ether from propane has been developed. In a first reaction zone the propane in a feedstock, after any hydrocarbons containing four or more carbon atoms are removed from the feedstock via fractionation, is dehydrogenated in the presence of a dehydrogenation catalyst to form propylene. After removing hydrogen, the propane and propylene mixture generated in the first reaction zone is separated into a propane enriched stream and a propylene enriched stream where the propylene enriched stream contains at least 65 mass % propylene. The propane enriched stream is recycled to the feedstock fractionation unit, and the propylene of the propylene enriched stream is reacted with water in a second reaction zone in the presence of an acidic catalyst to form isopropyl alcohol which is concurrently reacted with propylene to produce diisopropyl ether.Type: GrantFiled: November 9, 1995Date of Patent: May 12, 1998Assignee: UOPInventors: Terry L. Marker, Brian S. Muldoon, Bryan K. Glover, Bipin V. Vora
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Patent number: 5352844Abstract: This invention relates to a process for isolation of partially brominated diphenyl ether mixtures ("Octabrom") having an average bromine content of 7.2-8.5. The process comprises: (i) adding a C.sub.1 -C.sub.4 alkanol to the Octabrom in solution in an organic solvent; (ii) maintaining the contact of the alkanol with Octabrom in the organic solvent for that period of time which is sufficient to allow the Octabrom to precipitate in crystalline form, making a slurry; and (iii) recovering the final Octabrom from the slurry.Type: GrantFiled: January 27, 1994Date of Patent: October 4, 1994Assignee: Great Lakes Chemical CorporationInventors: Bhabatosh Bhattacharya, Wayne C. Muench
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Patent number: 5342985Abstract: The invention relates to a process for the metathesis of olefins which comprises reacting an olefin of the formula YCZ.dbd.CZ--(CX.sub.2).sub.n R.sup.2 (II) whereinn is an integer from 1 to 28,X represents H or F,Y represents H or alkyl having from 1 to 10 carbon atoms andZ represents H or a non-aromatic hydrocarbon group having from 1 to 6 carbon atoms and R.sup.2 represents H, alkyl, halogen, COOR.sup.3 or OR.sup.4, wherein R.sup.3 and R.sup.4 represent alkyl having from 1 to 15 carbon atoms or phenyl which is unsubstituted or contains from 1 to 3 substituents or wherein R.sup.4 is trialkylsilyl R.sup.5 Si, wherein R.sup.5 represents alkyl having from 1 to 5 carbon atoms, at a catalyst comprising an oxidic carrier charged with a rhenium compound as defined hereinbefore.Type: GrantFiled: August 20, 1990Date of Patent: August 30, 1994Assignee: Hoechst AGInventors: Wolfgang A. Herrmann, Werner Wagner, Ursula Volkhardt
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Patent number: 4929765Abstract: Phenylacetaldehydes of the general formula I ##STR1## where R.sup.1 to R.sup.5 are each independently of the others hydrogen, alkyl, alkoxy, halogen, haloalkyl, haloalkoxy or haloalkylthio, by catalytic rearrangement in the presence of a zeolite, are prepared by reacting an epoxy of the formula II or a phenylglycol of the formula III ##STR2## where Y and Z can be identical to or different from each other and are each hydroxyl, alkoxy, aryloxy or acyloxy, in the gas phase over a borosilicate zeolite catalyst at from 70.degree. to 200.degree. C. under reduced pressure.Type: GrantFiled: November 22, 1988Date of Patent: May 29, 1990Assignee: BASF AktiengesellschaftInventors: Hubert Smuda, Wolfgang Hoelderich, Norbert Goetz, Hans-Gert Recker
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Patent number: 4864054Abstract: A method is provided for making cationically polymerizable aromatic polypropenylethers and to the aromatic polypropenylethers made thereby. Aromatic polyalkylene glycol prepared from the corresponding polyphenol is reacted with an allylhalide to produce aromatic polyallylether which is thereafter isoemrized to the corresponding cationically polymerizable aromatic polypropenylether.Type: GrantFiled: May 2, 1983Date of Patent: September 5, 1989Assignee: General Electric CompanyInventors: James V. Crivello, David A. Conlon
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Patent number: 4847303Abstract: The present invention involves compounds having the structure: ##STR1## wherein: (a) --A.sup.1 is selected from the group consisting of --OH, --H, and --O.sub.2 CR;(b) --A.sup.2 is selected from the group consisting of unsubstituted or substituted, saturated or unsaturated, straight, branched and cyclic alkyl having from 1 to about 10 carbon atoms;(c)--A.sup.3 is selected from --C(CH.sub.3).sub.3, --Si(CH.sub.3).sub.3, and --CF.sub.3 ; and(d) --Y is selected from certain low molecular weight alkyl chains which terminate in specific unsaturated functional groups: ##STR2## and aldehydes in the form of their acetals; pharmaceutical compositions comprising such compounds; and methods for treating inflammation by administering such compounds.Type: GrantFiled: November 23, 1987Date of Patent: July 11, 1989Assignee: The Procter & Gamble CompanyInventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
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Patent number: 4772583Abstract: Described is the novel compound genus the beta-alkylidene phenethyl alcohol esters and ethers of our invention defined according to the generic structure: ##STR1## wherein R.sub.5 represents hydrogen or methyl; wherein R.sub.6 represents one of the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents the same or different hydrogen or methyl; wherein R.sub.7 represents methyl or ethyl; and wherein R.sub.8 represents hydrogen or methyl; useful in augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener articles, fabric softener compositions, cosmetic powders and hair preparations.Type: GrantFiled: December 18, 1987Date of Patent: September 20, 1988Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Robert P. Belko, Richard M. Boden, Marie R. Hanna
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Patent number: 4721820Abstract: A process for isomerizing allylic ethers is disclosed. In this process a compound having the structural formulaCH.sub.2 .dbd.CH--CH(OR)--R.sup.1where R is hydrocarbyl; and R.sup.1 is an organo group is contacted with a hydroxy-containing compound and a catalytically effective amount of a catalyst selected from the group consisting of cupric chloride, cupric bromide, a mixture of cupric chloride and palladium chloride, a mixture of cupric chloride and palladium bromide, a mixture of cupric bromide and palladium chloride and a mixture of cupric bromide and palladium bromide whereby a compound having the structural formulaRO--CH.sub.2 --CH.dbd.CH--R.sup.1where R and R.sup.1 have the meanings given above is formed.Type: GrantFiled: December 22, 1986Date of Patent: January 26, 1988Assignee: National Distillers and Chemical CorporationInventor: Ronnie M. Hanes
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Patent number: 4708966Abstract: The present invention relates to novel specifically-substituted phenyl compounds, especially substituted di-tert-butyl phenol derivatives, which are effective as anti-inflammatory, analgesic and/or antipyretic agents. These phenyl compounds are substituted with a low molecular weight alkyl chain which terminates in a specific unsaturated functional group. These unsaturated functionalities are --C.tbd.CH, C.dbd.CH.sub.2, C.dbd.C.dbd.CH.sub.2, and aldehydes in the form of their acetals.The present invention further relates to pharmaceutical compositions which contain an anti-inflammatory agent of the present invention and a pharmaceutically-acceptable carrier.Finally, the present invention relates to methods for treating diseases characterized by inflammation, such as rheumatoid arthritis and osteoarthritis, in humans or lower animals.Type: GrantFiled: June 27, 1986Date of Patent: November 24, 1987Assignee: The Procter & Gamble CompanyInventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
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Patent number: 4652563Abstract: This invention relates to dihydropyridazinone compounds having a cyclopropylmethoxyethyl group in the 6-substituent. These compounds are vasodilators and .beta.-adrenoceptor antagonists. A particular compound of the invention is 6-[4-[3-[2-hydroxy-3-[4-(2-(cyclopropylmethoxy) ethyl)phenoxy]propylamino]propionamido]phenyl]-5-methyl-4,5-dihydro-3 (2H)-pyridazinone.Type: GrantFiled: May 16, 1985Date of Patent: March 24, 1987Assignee: Smith Kline & French Laboratories Ltd.Inventor: Robert A. Slater
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Patent number: 4310709Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.Type: GrantFiled: April 23, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventor: Walter Rebafka
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Patent number: 4138411Abstract: Aromatic alkenyl compounds, for example, eugenol and safrole, are isomerized, for example to isoeugenol and isosafrole, by contact with a ruthenium or osmium catalyst.Type: GrantFiled: April 14, 1976Date of Patent: February 6, 1979Assignee: Rhone-Poulenc S. A.Inventor: Pierre Gandilhon
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Patent number: 4124643Abstract: 3-Fluorosalicylaldehyde may be prepared in a more economical manner by alkylating o-fluorophenol with an allyl halide such as allyl chloride, thereafter rearranging the resultant o-fluorophenyl allyl ether to form allyl-o-fluorophenol. The latter compound is then isomerized to form propenyl-o-fluorophenol. Thereafter this compound is subjected to ozonolysis at a subambient temperature to form the desired compound, namely, 3-fluorosalicylaldehyde.Type: GrantFiled: August 3, 1977Date of Patent: November 7, 1978Assignee: UOP Inc.Inventors: Michael Martan, Dusan J. Engel