Plural Benzene Rings Bonded Directly To The Same Carbon Patents (Class 568/809)
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Patent number: 5043495Abstract: A process of separation and purification of a propargyl alcohol which comprises treating a propargyl alcohol represented by Formula (I): ##STR1## wherein each of R.sub.1 and R.sub.2 represents a substituent which is different from each other, and is selected from the group consisting of a C.sub.1 -C.sub.8 alkyl group, a phenyl group; a halophenyl group, a phenyl group having at least one methyl substituent, an aralkyl group and a cycloalkyl group,which is chemically or optically impure,with a tertiary diamine represented by Formula (II): ##STR2## wherein each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be the same or different and represents an aralkyl group or an alkyl group having 1 to 6 carbon atoms; and R.sub.3, R.sub.4, R.sub.5 and R.sub.Type: GrantFiled: January 30, 1990Date of Patent: August 27, 1991Assignee: Ube Industries, Ltd.Inventors: Fumio Toda, Koichi Tanaka, Kikuo Ataka
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Patent number: 5041620Abstract: A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-cType: GrantFiled: August 4, 1986Date of Patent: August 20, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Fumio Toda, Masayoshi Minai
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Patent number: 4958033Abstract: A process for preparing an alcohol of the formula: ##STR1## by reacting a carbonyl compound of the formula: ##STR2## or an oxirane of the formula: ##STR3## magnesium and a propargyl halide of the formula: ##STR4## followed by hydrolysis, characterized in that the carbonyl compound (II) or the oxirane compound (III) and the propargyl halide (IV) are reacted simultaneously with magnesium in an inert solvent in the presence of zinc or a halide thereof.Type: GrantFiled: September 26, 1986Date of Patent: September 18, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yukihisa Takisawa, Nobuharu Kono, Kenji Saito, Hiroshi Yamachika
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Patent number: 4940822Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halo, halo-substituted alkyl, alkyl, cycloalkyl, aralkyl, aryl, heterocyclic, alkoxy, alkaryl, aryloxy, thioalkoxy, nitro, or N,N-dialkylamino are prepared by reacting 1-bromo-4-(trifluoromethyl)benzene with n-butyl lithium; reacting the product with a benzaldehyde of the formula: ##STR2## to produce a novel intermediate such as lithium 4-(trifluoromethyl)-.alpha.-]4-(trifluoromethyl)phenyl]benzenemethanol, and then reacting the lithium product with an acid or acid salt.Type: GrantFiled: November 4, 1988Date of Patent: July 10, 1990Assignee: Warner-Lambert CompanyInventors: James G. Davidson, III, Brian S. Swierenga
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Patent number: 4902814Abstract: A compound of formula: ##STR1## wherein R is selected from hydrogen, cyano, methyl, and ethynyl, and X represents the residue of any carboxylic acid of formula X-COOH which forms an insecticidally active ester with a 3-phenoxybenzyl alcohol. The compounds are useful as insecticides and acaricides.Type: GrantFiled: July 2, 1987Date of Patent: February 20, 1990Assignee: Imperial Chemical Industries PLCInventor: Alan J. Whittle
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Patent number: 4898997Abstract: These compounds have the general formula: ##STR1## wherein R and R.sup.1, which may be the same or different, are hydrogen or alkyl, preferably C.sub.1 -C.sub.4 alkyl, and X, Y and Z are each independently hydrogen, chlorine or fluorine, provided that when R, R.sup.1 and Z are hydrogen, X and Y are not both hydrogen or both fluorine, and are prepared by dehydrating an alcohol of the formula: ##STR2## by, for example, heating the alcohol in the presence of a catalytic amount of a strong acid such as p-toluenesulphonic acid and preferably in the presence of an inert solvent.The compounds are intermediate for the preparation of fungicidal compounds.Type: GrantFiled: December 20, 1988Date of Patent: February 6, 1990Assignee: Imperial Chemical Industries PLCInventors: Raymond V. H. Jones, Ian G. C. Fleming
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Patent number: 4886919Abstract: A process for the gas phase hydrogenation of unsaturated trisubstituted monoesters to the saturated trisubstituted alcohols using a Zn.sub.a Cu.sub.b X.sub.c Ni.sub.d O.sub.e reduced catalyst.Type: GrantFiled: November 25, 1987Date of Patent: December 12, 1989Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Ernesto Vera-Castaneda, John E. Logsdon
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Patent number: 4827052Abstract: The present invention provided optically active alcohols represented by the general formula: ##STR1## wherein R.sup.1 indicates an alkyl or alkyloxy group having a carbon number of 1-18, and A indicates a phenyl or a biphenyl group; or a phenyl or biphenyl group having a halogen atom or a cyano group. The alcohols are intermediates of optically active materials useful for components of liquid crystal materials for liquid crystal display elements having quick response.Type: GrantFiled: October 28, 1987Date of Patent: May 2, 1989Assignee: Chisso CorporationInventors: Kouji Ohno, Shinichi Saito, Kazutoshi Miyazawa, Makoto Ushioda, Hiromichi Inoue, Naoyuki Yoshida
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Patent number: 4814472Abstract: There are disclosed diethynylated diphenyl hexafluoropropane compounds, which are suitable for forming copolymers and carbon-carbon composites. These compounds are prepared in high yields by first providing a dihalogenated diphenyl hexafluoropropane compound, coupling the dihalogenated compound with ethynyltrimethylsilane in the presence of an organometallic catalyst to form a silylated ethynyl terminated diphenyl substituted compound and subsequently desilylating the compound to form the desired diethynylated diphenyl hexafluoropropane compound.Type: GrantFiled: February 14, 1985Date of Patent: March 21, 1989Assignee: Hughes Aircraft CompanyInventor: Kreisler S. Y. Lau
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Patent number: 4791139Abstract: A compound of formula: ##STR1## wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula ##STR2## wherein X is a group of formula --(CF.sub.2).sub.n R.sup.3, where R.sup.3 is selected from hydrogen, chloro and fluoro, and n is one or two, R.sup.1 is selected from hydrogen, chloro, fluoro and hydroxy and R.sup.2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.Type: GrantFiled: February 25, 1987Date of Patent: December 13, 1988Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Robin A. E. Carr
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Patent number: 4769502Abstract: Alkynol type compounds of the following formula (I): ##STR1## [wherein R.sub.1 -R.sub.5 and R.sub.6 -R.sub.10 each represent hydrogen atoms or lower alkyl group and R.sub.11 represents a lower alkyl group or a group of the formula: ##STR2## (wherein R.sub.1 -R.sub.5 and R.sub.6 -R.sub.10 are as hereinbefore defined); at least one of R.sub.1 -R.sub.5 and at least one of R.sub.6 -R.sub.10 being lower alkyl grops.] These compounds are capable of forming and precipitating crystalline complexes with alcohols when added to an aqueous solution of alcohol. Thus, these compounds are useful for separating alcohols from aqueous solutions of alcohols.Type: GrantFiled: May 8, 1987Date of Patent: September 6, 1988Inventors: Fumio Toda, Koichi Tanaka
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Patent number: 4740639Abstract: The invention relates to a process for the preparation of 2,4-disubstituted-1,5-pentanediols from formaldehyde and at least one simple aldehyde of the formula RCH.sub.2 CHO. More particularly the invention relates to a reaction to produce a 2,4-disubstituted glutaraldehyde wherein the reactant mole ratio of aldehyde/formaldehyde is between 1 and 8. The reaction is carried out in the presence of a secondary amine or secondary amine salt catalyst and leads to higher yields of the 2,4-disubstituted glutaraldehyde. The invention also relates to the production of 2,4-disubstituted-1,5-pentanediols by hydrogenation of the 2,4-disubstituted glutaraldehydes.Type: GrantFiled: June 12, 1987Date of Patent: April 26, 1988Assignee: Eastman Kodak CompanyInventor: William A. Beavers
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Patent number: 4705902Abstract: Process for preparing DDTr-free 1,1-bis(chlorophenyl)-2,2,2-trichloroethanol (dicofol).Type: GrantFiled: May 15, 1986Date of Patent: November 10, 1987Assignee: Rohm and Haas CompanyInventors: Richard W. Nichols, William J. Zabrodski, Abhijit Mitra
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Patent number: 4510338Abstract: The invention relates to new resorcin derivatives of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 3 carbon atoms or alkoxy having from one to 3 carbon atoms.According to another aspect of the invention there are provided processes for the preparation of these compounds.The compounds of the formula (I) are pharmacologically active. In particular, they are suitable for the treatment of acute ethanolic intoxication. Pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.Type: GrantFiled: December 27, 1983Date of Patent: April 9, 1985Assignee: Richter Gedeon Vegyeszeti Gyar Rt.Inventors: Edit Toth, Jozsef Torley, Gyorgy Fekete, Laszlo Szporny, Laszlo Vereczkey, Eva Palosi, Imre Klebovich, Pal Vittay, Sandor Gorog, Istvan Hajdu
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4-Hydroxy-benzhydrols, process for their preparation and pharmaceutical compositions containing them
Patent number: 4508926Abstract: The invention relates to new 4-hydroxy-benzhydrols of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms, with the proviso that if R.sub.1 is hydrogen, R.sub.2 is other than hydrogen or a 3-trifluoromethyl group, or if R.sub.1 is a 2-methyl group, R.sub.2 is other than a 5-methyl group.According to another aspect of the invention there are provided processes for the preparation of these compounds.The compounds of the formula (I) are pharmacologically active. In particular, they are suitable for the treatment of acute ethanolic intoxication. Pharmaceutical compositions containing them as active ingredients are also within the scope of the invention.Type: GrantFiled: December 27, 1983Date of Patent: April 2, 1985Assignee: Richter Gedeon Vegyeszeti Gyar Rt.Inventors: Edit Toth, Jozsef Torley, Gyorgy Fekete, Laszlo Szporny, Laszlo Vereczkey, Eva Palosi, Imre Klebovich, Pal Vittay, Sandor Gorog, Istvan Hajdu -
Patent number: 4482759Abstract: There are prepared compounds of the general formula ##STR1## where R is methyl or ethyl and R.sub.1 is halogen or hydrogen. The compounds are useful as fungicides, especially against Piricularia oryzae on rice.Type: GrantFiled: February 22, 1983Date of Patent: November 13, 1984Assignee: Degussa AktiengesellschaftInventors: Werner Schwarze, Axel Kleemann
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Patent number: 4467102Abstract: An optically active propargyl alcohol derivative of the formula (I) ##STR1## wherein X=phenyl or thienyl and R=lower alkyl, halogenated methyl, phenyl or substituted phenyl having at least one lower alkyl radical and or halogen atom, is prepared by contacting a racemic modification of l- and d-isomers of the formula (I) with l-brucine in an organic solvent, by separating the resultant deposited diastereomer from a solution containing the resultant other diastereomer in the organic solvent, by decomposing each diastereomer with an aqueous mineral acid solution in the presence of an organic solvent capable of dissolving the corresponding optically active isomer dissociated from the diastereomer and incompatible with water so as to allow the optically active isomer to be dissolved in the water-incompatible organic solvent, and by recovering the optically active isomer from the solution thereof.Type: GrantFiled: November 21, 1983Date of Patent: August 21, 1984Assignee: Ube Industries, Ltd.Inventors: Fumio Toda, Koichi Tanaka
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Patent number: 4431852Abstract: Compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, are hydrogen or alkyl; X, Y and Z are each independently hydrogen, chlorine or fluorine and A is chlorine or bromine, are prepared by reacting a tertiary alcohol of general formula: ##STR2## or a substituted alkene of general formula: ##STR3## with chlorine, bromine, hypochlorous acid or hypobromous acid in water at a pH not exceeding 7 and at a temperature from 10.degree. to 150.degree. C.The compounds are useful intermediates for fungicides.Type: GrantFiled: April 22, 1982Date of Patent: February 14, 1984Assignee: Imperial Chemical Industries LimitedInventors: James A. Falconer, Raymond V. H. Jones, Ian G. C. Fleming
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Patent number: 4416682Abstract: Fungicidal compounds of the formula: ##STR1## wherein R.sup.1 is an optionally substituted-alkyl, -cycloalkyl, -aryl or -aralkyl group, Y.sup.1 and Y.sup.2 are .dbd.CH-- or .dbd.N--; and salts, metal complexes, ethers and esters thereof.Type: GrantFiled: June 2, 1981Date of Patent: November 22, 1983Assignee: Imperial Chemical Industries PLCInventor: Paul A. Worthington
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Patent number: 4386219Abstract: Hydrogenation catalysts, which have a specific surface area of from 50 to 150 square meters per gram, solely or partially contain crystals having a spinel structure and copper in the form of copper oxide, and have been obtained by precipitating copper and aluminum in a ratio of from 0.25 to 3 atoms of copper per atom of aluminum from their compounds in the presence of a carbonate at a pH of from 4.5 to 9 and calcining the resulting precipitate at from 300.degree. to 800.degree. C., for the catalytic preparation of propanediols by hydrogenating hydroxypropionaldehydes at not more than 300 bar pressure and from 50.degree. to 200.degree. C., and processes for the preparation of propanediols by the use of such catalysts.The propanediols obtainable by the process of the invention, in particular 2,2-dimethylpropane-1,3-diol, are valuable starting materials for the preparation of lubricants, plastics, surface coatings and synthetic resins, for example corresponding polyesters.Type: GrantFiled: February 2, 1982Date of Patent: May 31, 1983Assignee: BASF AktiengesellschaftInventors: Franz Merger, Ernest Miesen, Franz J. Broecker, Wolfgang Schroeder, Karl Baer, Juergen Paetsch, Leopold Hupfer
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Patent number: 4379765Abstract: There are presented compounds of the formulas ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen, lower alkyl, C.sub.2 to C.sub.7 carboxylic acids, hydroxy C.sub.2 to C.sub.7 alkyl, C.sub.2 to C.sub.7 carboxylic acid esters and amides and the group COR.sub.11 wherein R.sub.11 is alkoxy, amino or mono- lower alkyl amino; R.sub.6 is nitro or halo and R.sub.5 is hydrogen or halo,and the pharmaceutically acceptable salts thereof.The pyrazolobenzazepines are useful as anxiolytic and sedative agents.Also provided are processes and intermediates in the production of the above pyrazolobenzazepines.Type: GrantFiled: July 23, 1981Date of Patent: April 12, 1983Assignee: Hoffmann-La Roche Inc.Inventors: George F. Field, Rodney I. Fryer, Eugene J. Trybulski, Armin Walser
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Patent number: 4344966Abstract: The compounds are 1-aryl-1-lower alkyl-substituted-1-buten-3-ols, butan-3-ols, and acylation products thereof, e.g., (p-biphenylyl)-2-penten-4-ol and are useful as pharmaceuticals.Type: GrantFiled: January 8, 1980Date of Patent: August 17, 1982Assignee: Sandoz, Inc.Inventors: Paul L. Anderson, Darryl A. Brittain
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Patent number: 4329518Abstract: [1,1'-Biphenyl]-3-ylmethyl pyrethroid esters, as well as processes, uses, and intermediates thereto, are disclosed. The [1,1'-biphenyl]-3-ylmethyl pyrethroid esters control a broad spectrum of insects as well as acarids.Type: GrantFiled: October 2, 1980Date of Patent: May 11, 1982Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4322442Abstract: 1-Halo-1-propyn-3-ols of the formula ##STR1## in which R is optionally substituted phenyl, pyridyl, furyl, thienyl or pyrazolyl,R' is optionally substituted phenyl, andX is halogen,which possess fungicidal properties.Type: GrantFiled: September 8, 1980Date of Patent: March 30, 1982Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Erich Klauke, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4302435Abstract: Process comprising contacting and reacting a diarylketone of the formula RCOR', wherein each of R and R' is aryl, the same or different, and hydrogen over at least a catalytic amount of lead-poisoned palladium catalyst, for example, Lindlar catalyst, at a hydrogen gage pressure in the range from about 150 kPa to about 15,000 kPa, preferably from about 340 kPa to about 3400 kPa, at a temperature in the range from about 50.degree. C. to about 200.degree. C., preferably from about 100.degree. C. to about 150.degree. C., to produce diarylmethanol of the formula RCHOHR', wherein R and R' are as defined above.Type: GrantFiled: September 22, 1980Date of Patent: November 24, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Lawrence W. Gosser
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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: 4238498Abstract: The invention provides a series of substituted diphenyl-imidazolyl-methanes useful as antimycotic agents. Also included in the invention are pharmaceutical compositions containing said diphenyl-imidazolyl-methanes and methods for the use of said compounds and compositions. The invention additionally includes methods for the manufacture of the diphenyl-imidazolyl-methanes.Type: GrantFiled: February 1, 1979Date of Patent: December 9, 1980Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Karl H. Buchel, Wilfried Draber, Manfred Plempel, Ingo Haller
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Patent number: 4223172Abstract: Bromoarylacetylenes such as m-bromophenylacetylene and certain precursors to such bromoarylacetylene are prepared by reacting an aryldibromide with a substituted terminal acetylene compound containing at least three carbon atoms and a hydroxy group on the carbon atom adjacent to the acetylene group in the presence of a dialkyl or trialkyl amine solvent and a catalyst system consisting of a palladium complex containing two halogen moieties and two tri-substituted phosphine moieties. Additional triphenylphosphine can be added. A cuprous iodide promoter is also employed in the reaction sequence. The bromoarylacetylenes can be reacted with a substituted terminal acetylene compound as defined using the same catalyst system as defined to produce the corresponding aryldihydroxy substituted acetylenes. Certain bromophenylhydroxy substituted acetylenes are claimed as new compositions.Type: GrantFiled: December 7, 1978Date of Patent: September 16, 1980Assignee: Gulf Research & Development CompanyInventors: Edward T. Sabourin, Charles M. Selwitz
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Patent number: 4178297Abstract: This invention relates to the preparation of unsaturated alcohols useful as flavor and fragrance compounds. More specifically, this invention relates to the preparation of predominately cis-unsaturated alcohols by reacting a cis-1-alkenylaluminum dialkyl compound with an epoxide compound followed by hydrolysis. The alkenyl moiety has one or more double bond carbon-to-carbon linkage and from 5 to 20 carbon atoms that can be optionally substituted with the substituents selected from alkyl and aromatic radicals having 1 to 12 carbon atoms.Type: GrantFiled: November 16, 1978Date of Patent: December 11, 1979Assignee: Texas Alkyls, Inc.Inventors: Spencer C. Watson, Dennis B. Malpass, G. Scott Yeargin
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Patent number: 4173706Abstract: A novel process for producing fluorinated organic compounds containing a difluoromethylene group, essentially characterized by reacting organic compounds containing a carbonyl function with molybdenum hexafluoride at room temperature and under atmospheric pressure.Type: GrantFiled: April 6, 1978Date of Patent: November 6, 1979Assignee: Institute National de Recherche Chimique AppliqueeInventors: Francois Mathey, Jean Bensoam
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Patent number: 4151294Abstract: Alkynols of the formula, ##STR1## wherein X is F, Cl or Br; n is 0 or 1; m is 0 or 1 and R (if m is 0) is hydroxyalkyl of 1-6 carbon atoms or (if m is 1) alkyl, straight-chain hydroxyalkyl or straight-chain tetrahydropyran-2-yloxyalkyl of 2-6 carbon atoms in the alkyl, have anti-inflammatory activity.Type: GrantFiled: June 9, 1977Date of Patent: April 24, 1979Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Hans-Adolf Kurmeier, Erich Schacht, Joachim Gante, Dieter Orth, Zdenek Simane, Albrecht Wild
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Patent number: 4133815Abstract: This invention relates to the preparation of unsaturated alcohols useful as flavor and fragrance compounds. More specifically, this invention relates to the preparation of predominantly cis-unsaturated alcohols by reacting a cis-1-alkenylaluminum dialkyl compound with an epoxide compound followed by hydrolysis. The alkenyl moiety has one or more double bond carbon-to-carbon linkage and from 5 to 20 carbon atoms that can be optionally substituted with the substituents selected from alkyl and aromatic radicals having 1 to 12 carbon atoms.Type: GrantFiled: March 11, 1976Date of Patent: January 9, 1979Assignee: Texas Alkyls, Inc.Inventors: Spencer C. Watson, Dennis B. Malpass, G. Scott Yeargin
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Patent number: 4118487Abstract: Azol-1-ylmethanes substituted on the methane carbon atom by (a) phenyl or lower alkyl and (b) by a biphenyl-4-yl, 4-phenoxyphenyl, 4-phenylthiophenyl, 4-phenylsulfinylphenyl or 4-phenylsulfonylphenyl group are antimycotic and antibacterial agents. The compounds, of which (biphenyl-4-yl)phenyl-imidazol-1-ylmethane is a typical example, are prepared from the correspondingly substituted carbinol through treatment with thionyl-bis-azole or from the correspondingly substituted methyl halide with the azole or a derivative thereof.Type: GrantFiled: December 5, 1975Date of Patent: October 3, 1978Assignee: Bayer AktiengesellschaftInventors: Erik Regel, Wilfried Draber, Karl Heinz Buchel, Manfred Plempel
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Patent number: 4115456Abstract: Alkyne compounds of the formula ##STR1## wherein R.sup.1 is H, alkyl of up to 4 carbon atoms or phenyl; R.sup.2 is H, aliphatic acyl of up to 6 carbon atoms or aroyl of up to 11 carbon atoms; R.sup.3 and R.sup.4 are H, F, Cl or Br and n is 0 or 1, and physiologicaly acceptable metals salts thereof, have antiinflammatory activity. These compounds can be made from compounds of the formula ##STR2## wherein Q is a functionally-modified hydroxy and R.sup.1, R.sup.3, R.sup.4 and n are as above by treatment with a solvolyzing agent.Type: GrantFiled: June 18, 1976Date of Patent: September 19, 1978Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Gante, Hans-Adolf Kurmeier, Dieter Orth, Erich Schacht, Albrecht Wild
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Patent number: 4094908Abstract: The invention relates to new .alpha.Type: GrantFiled: September 9, 1976Date of Patent: June 13, 1978Assignee: Richter Gedeon Vegyeszeti Gyar Rt.Inventors: Edit Toth, Jozsef Torley, Szabolcs Szeberenyi, Eva Palosi, Laszlo Szporny, Sandor Gorog, Csilla Meszaros
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Patent number: 4087468Abstract: Grignard reagents of halo-substituted conjugated dienes are prepared by reaction of 1- or 2-halo-substituted conjugated diene with magnesium metal employing a metal halide/saturated aliphatic halide catalyst system. The Grignard reagent can be employed in the preparation of hydroxy-substituted conjugated dienes and hydroxy-substituted allenes. Adjustment of the molar ratio of the metal halide to the halo-substituted conjugated diene permits favoring of hydroxy-substituted conjugated dienes or hydroxy-substituted allenes in the diene products.Type: GrantFiled: December 12, 1975Date of Patent: May 2, 1978Assignee: Phillips Petroleum CompanyInventor: Paul W. Solomon