Halogenation Of Acyclic Carbon Patents (Class 570/196)
  • Patent number: 8680346
    Abstract: The subject of the invention is a process for the preparation of 2,3-dichloro-1,1,1-trifluoropropane by chlorination of 3,3,3-trifluoropropene at a pressure greater than 2 bar. Application in the synthesis of 1234yf.
    Type: Grant
    Filed: September 11, 2009
    Date of Patent: March 25, 2014
    Assignee: Arkema France
    Inventors: Anne Pigamo, Michel Devic, Laurent Wendlinger
  • Publication number: 20130178620
    Abstract: The present invention provides processes and intermediates for the preparation of 3-benzazepines and salts thereof which can be useful as serotonin (5-HT) receptor agonists for the treatment of, for example, central nervous system disorders such as obesity.
    Type: Application
    Filed: September 14, 2012
    Publication date: July 11, 2013
    Inventors: Beverly L. Wolgast, CHARLES A. GILSON, III, SHELLEY AYTES, SCOTT A. ESTRADA, DIPANJAN SENGUPTA, BRIAN SMITH, MAX REY, ULRICH WEIGL, HEIDEDORE JLSABETH REY-PAPINA
  • Publication number: 20130165658
    Abstract: This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.
    Type: Application
    Filed: June 9, 2011
    Publication date: June 27, 2013
    Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
  • Publication number: 20120142967
    Abstract: The present invention relates to processes and intermediates useful in the preparation of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (lorcaserin), a serotonin (5-HT) receptor modulator that is useful in the treatment of, for example, central nervous system disorders, such as obesity.
    Type: Application
    Filed: June 17, 2010
    Publication date: June 7, 2012
    Inventors: John A. DeMattei, Marlon Carlos, Ryan O. Castro, Tsung-Hsun Chuang, Mark Allen Hadd, Xiao-Xiong Lu, Mark Macias, Stephen M. Shaw
  • Publication number: 20110015438
    Abstract: The present invention provides processes and intermediates useful in the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, a serotonin (5-HT) receptor agonist that is useful in the treatment or prophylaxis of, for example, central nervous system disorders, such as obesity.
    Type: Application
    Filed: March 3, 2009
    Publication date: January 20, 2011
    Inventors: Marlon V. Carlos, Ryan O. Castro, Tawfik Gharbaoui, Xiao-Xiong Lu, You-An Ma, Nicholas D. San Martin
  • Publication number: 20100168484
    Abstract: [PROBLEMS] To provide a simpler method for producing a high-quality chlorinated aromatic hydrocarbon (e.g., cumylchloride), which can be used as a cationic polymerization initiator. [MEANS FOR SOLVING PROBLEMS] A chlorinated aromatic hydrocarbon can be produced by repeating both (a) the step of performing chlorination reaction by stirring an organic solution containing a compound represented by Ar(R1C?CH2)n with an aqueous hydrochloric acid solution having a hydrochloric acid concentration of 30% by weight or higher and (b) the step of removing the water phase in part or whole from the reaction solution produced in the step (a), and then adding an aqueous hydrochloric acid solution having a hydrochloric acid concentration of 30% by weight or higher to the reaction solution, until the chlorination reaction rate of the compound reaches a predetermined level.
    Type: Application
    Filed: August 3, 2006
    Publication date: July 1, 2010
    Inventors: Susumu Kyotani, Naoki Furukawa
  • Patent number: 7271302
    Abstract: The present invention relates to processes for the bromination of organic compounds, and to bromination microreactors for carrying out these processes.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: September 18, 2007
    Assignee: Merck Patent Gesellschaft
    Inventors: Kai Fabian, Joeran Stoldt, Hanns Wurziger, Norbert Schwesinger
  • Publication number: 20030105350
    Abstract: A process for thermal benzylic bromination of a wide variety of benzylic compounds is described. Bromine is used as the bromination agent. Moderate temperatures are employed and the process can be used to produce in relatively pure form either mono- or dibrominated benzylic bromination products.
    Type: Application
    Filed: December 5, 2001
    Publication date: June 5, 2003
    Inventors: Max K. Mortensen, Hassan Y. Elnagar, Ranjit K. Roy, Robert C. Herndon,, Robert H. Allen, David A. Caillet
  • Patent number: 6201161
    Abstract: Disclosed is a method of removing about 0.05 to about 20 mole % of a benzaldehyde or benzotrihalide from a mixture with a liquid compound that boils within about −10 to about ±5° C. of the boiling point of the benzaldehyde or benzotrihalide. To the mixture is added a benzotrihalide in an amount about stoichiometric to about 10 mole % in excess of stoichiometric, or, respectively, a benzaldehyde in an amount about stoichiometric with the amount of said benzotrihalide, where said benzaldehyde and said benzotrichloride react to form a benzalhalide and a benzoylhalide. The product mixture is distilled to isolate the products.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: March 13, 2001
    Assignee: Occidental Chemical Corporation
    Inventors: Pravin M. Khandare, Dean R. Lagerwall, Daniel R. Thielen
  • Patent number: 6187977
    Abstract: The present invention thus provides a process for producing (D) a chlorinated hydrocarbon compound of the general formula (2): CnR1mHk(CR2R3Cl)j  (2) [wherein n is an integer of 1 to 12, m and k each independently is an integer of 0 to 25, j is an integer of 1 to 10; R1 represents an atom selected from the group consisting of chlorine, bromine, iodine, oxygen, nitrogen, sulfur and phosphorus and, when m is 2 or more, the two or more R1 groups may be the same or different, the group CnR1mHk having a valence of j does not contain any tertiary carbon-hydrogen bond; and R2 and R3 each independently represents a saturated aliphatic hydrocarbon group containing 1 to 5 carbon atoms or a group derived therefrom by substitution of a halogen atom or atoms for some hydrogen atom or atoms thereof and not containing a tertiary carbon-hydrogen bond],which process comprises adding (C) a protic acid to a mixture of (A) a compound of the general formula: CnR1mHk(CHR2R3)j  (1) [wherein m
    Type: Grant
    Filed: April 27, 1999
    Date of Patent: February 13, 2001
    Assignee: Kaneka Corporation
    Inventors: Takahiro Ohishi, Takeshi Kawamura, Akihisa Hirota, Takuya Maeda, Hiroshi Tsuneishi, Shun Wachi
  • Patent number: 6133468
    Abstract: Substituted benzyl bromides of the formula I ##STR1## where at least one substituent R.sup.1-5 is an electron-attracting group such as fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano or nitro, and the other substituents R.sup.1-5 are hydrogen or methyl,are prepared by bromination of substituted toluenes of the formula II ##STR2## with a brominating agent at from 20 to 95.degree. C.
    Type: Grant
    Filed: January 11, 2000
    Date of Patent: October 17, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Norbert Gotz, Michael Keil, Bernd Muller
  • Patent number: 5821393
    Abstract: The present invention relates to a process for the preparation of an aromatic bromoalkyl-substituted hydrocarbon compound, in which an alkyl-substituted aromatic hydrocarbon compound is reacted with a brominating agent in the presence of water.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: October 13, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans Millauer, Frank Kuber
  • Patent number: 5672791
    Abstract: Nuclear-halogenated benzotrichlorides are prepared in a particularly advantageous manner from the corresponding nuclear-halogenated benzotrifluorides by reacting nuclear-halogenated benzotrifluorides with silicon tetrachloride in the presence of catalytic amounts of aluminium trichloride.
    Type: Grant
    Filed: January 24, 1996
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Doring, Reinhold Gehring, Josef Heinrich
  • Patent number: 5502261
    Abstract: The present invention relates to a process for preparing 2,2'-bis(halomethyl)-1,1'-binaphthyl, by reacting 2,2'-dimethyl-1,1'-binaphthyl in the presence of a solvent with a halogenating agent under the action of light having a wavelength of from 10.sup.-5 to 10.sup.-8 m in the presence or absence of a free-radical former at from -10.degree. to 120.degree. C.
    Type: Grant
    Filed: March 21, 1995
    Date of Patent: March 26, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Jerg Kleiner, Dieter Regnat, Horst Ro/ schert
  • Patent number: 5157173
    Abstract: 4-chlorobenzotrichloride was prepared by the chlorination of p-xylene in the vapor phase at a temperature above about 200.degree. C. in the presence of an activated carbon catalyst and water. An approximately 75 percent calculated yield was obtained at 250.degree. C. using a wide-pore activated carbon catalyst.
    Type: Grant
    Filed: September 24, 1991
    Date of Patent: October 20, 1992
    Assignee: DowElanco
    Inventors: Michael A. DesJardin, Clark P. Allphin
  • Patent number: 5144067
    Abstract: Disclosed is a process for the coproduction of (1) an alkyl iodide and (2) an .alpha.-iodocarboxylic acid, a mono-.alpha.-iodocarboxylic anhydride or a mixture thereof which comprises contacting a mixture of an iodine compound and a carboxylic anhydride with a peroxide at an elevated temperature.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventors: Joseph R. Zoeller, Michael R. Cushman, Regina M. Moncier, Brent A. Tennant
  • Patent number: 5110425
    Abstract: A terminally chlorinated normal alkane hydrocarbon is produced at high terminal selectivity, by adsorbing a normal alkane into a select zeolite and chlorinating the adsorbed alkane in the zeolite. The zeolite may be of a type having internal channels of diameter slightly larger than that of the alkane, and substantially no internal chambers, and may be selected from the pentasil family of zeolites. The chlorination reaction may be conducted under heating to enhance terminal selectivity even further, in many cases to levels approaching 100%.
    Type: Grant
    Filed: October 10, 1990
    Date of Patent: May 5, 1992
    Assignee: Inrad, Inc.
    Inventors: Nicholas J. Turro, James R. Fehlner
  • Patent number: 4971664
    Abstract: A terminally chlorinated normal alkane hydrocarbon is produced at high terminal selectivity, by adsorbing a normal alkane into a select zeolite and chlorinating the adsorbed alkane in the zeolite. The zeolite may be of a type having internal channels of diameter slightly larger than that of the alkane, and substantially no internal chambers, and may be selected from the pentasil family of zeolites. The chlorination reaction may be conducted under heating to enhance terminal selectivity even further, in many cases to levels approaching 100%.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: November 20, 1990
    Assignee: Inrad, Inc.
    Inventors: Nicholas J. Turro, James R. Fehlner
  • Patent number: 4967026
    Abstract: A process is described for preparing chloromethyl phenethyl bromide, in which phenethyl bromide is reacted with HCl and formaldehyde in the presence of zinc chloride as the catalyst, and in a chlorinated hydrocarbon as the solvent. The product is produced in yields in excess of 70%, the para isomer constituting more than 75% of the product which contains a mixture of ortho, meta and para isomers.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: October 30, 1990
    Assignee: Bromine Compounds Ltd.
    Inventor: Stephen Daren
  • Patent number: 4956055
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralyky, alkaryl, alkoxyalky, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 where Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatieves thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 11, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4954227
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each AR is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 4, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4879008
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and y bonds are attached to adjacent carbon atoms on the ring structure;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: November 9, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4879416
    Abstract: The process for preparing a bidentate ligand comprising the steps,(1) contacting with ozone under ozonolysis conditions a suspension in a hydroxylic reaction medium of phenanthrene or a phenanthrene derivative to form an ozonated intermediate,(2) contacting said ozonated intermediate with a reducing agent under conditions appropriate to form the corresponding diol,(3) contacting said diol with a latent displaceable functional group under conditions appropriate to convert the diol to the corresponding difunctional biaryl compound, and(4) contacting said difunctional biaryl compound, with an anion of N, P, As, Sb or Bi under conditions appropriate to form the desired bidentate ligand.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventors: Thomas A. Puckette, Thomas J. Devon, Gerald W. Phillips, Jerome L. Stavinoha
  • Patent number: 4814467
    Abstract: A process for chlorinating compounds containing a carbon atom bonded to a hetero-atom selected from the group consisting of oxygen, nitrogen and sulfur; said process comprises contacting the carbon hetero-atom containing compound with a chloro phosphorus complex of the formulaRP.sup..sym. CL.sub.3 P.sup..crclbar. Cl.sub.6wherein R is selected from the group consisting of aryl, substituted aryl, alkyl and substituted alkyl, so that the hetero-atom is replaced by at least one chlorine atom; compounds capable of being chlorinated can include, for example, carboxylic acids, acid chlorides, ketones, aldehydes, alcohols, epoxides, esters, anhydrides, ethers, thiols, and aromatic nitro groups; the reaction can be extended to compounds containing the carbon to chlorine bond alpha to a carbon atom containing at least one hydrogen atom, it can be further dehydrochlorinated, e.g., by either heating to a temperature ranging from about 50.degree. C. to about 300.degree. C. or by reaction with a base selected, e.g.
    Type: Grant
    Filed: January 22, 1988
    Date of Patent: March 21, 1989
    Assignee: ICI Americas Inc.
    Inventors: Elliott Bay, Andrea Leone-Bay, Peter E. Timony
  • Patent number: 4783562
    Abstract: Trichloromethyl-substituted aromatic compounds are obtained by the chlorination of thioethers of the formula ##STR1## wherein Ar represents an optionally substituted aryl radial,X.sub.1 denotes hydrogen or halogen, andR.sup.1 represents optionally substituted alkyl, aralkyl, the nitrile group, an optionally substituted aryl radical or the group ##STR2## wherein Ar and X have the meaning given. The compounds, of which some are new, can be used as intermediate products for plant protection agents.
    Type: Grant
    Filed: February 25, 1982
    Date of Patent: November 8, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Albrecht Marhold
  • Patent number: 4767885
    Abstract: Sterically hindered binifers are made as well as utilized to produce telechelic polyisobutylenes. The telechelic polymers can be produced at high temperatures, for example minus 30.degree. C.
    Type: Grant
    Filed: August 6, 1984
    Date of Patent: August 30, 1988
    Assignee: University of Akron
    Inventor: Joseph P. Kennedy
  • Patent number: 4563529
    Abstract: A trifluoromethylpyridine selected from the group consisting of .alpha.-trifluoromethylpyridine, .gamma.-trifluoromethylpyridine, a bis(trifluoromethyl)pyridine and chlorides thereof which have 1 to 3 chlorine atoms in its pyridine nucleus is produced by reacting a pyridine derivative selected from the group consisting of .alpha.-picoline, .gamma.-picoline and a lutidine with chlorine and anhydrous hydrogen fluoride at a temperature of 300.degree. to 600.degree. C. in a vapor phase in the presence of a diluent and a catalyst comprising a fluoride of a metallic element selected from the group consisting of aluminum, chromium, iron, nickel, manganese, cobalt and copper.
    Type: Grant
    Filed: June 4, 1981
    Date of Patent: January 7, 1986
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Yasuhiro Tsujii, Shigeyuki Nishimura
  • Patent number: 4513154
    Abstract: A process for consecutive-competitive gas phase halogenation of organic compounds, i.e. alkanes, alkenes and benzene, alkyl benzenes and alkenyl benzenes containing labile hydrogens and having no more than 12 and 9 carbon atoms, respectively, in a thin reaction film on the surface of a porous barrier for production of highly halogenated products by substantial suppression of diffusion of partially halogenated intermediates away from the reaction film is disclosed.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: April 23, 1985
    Assignee: Allied Corporation
    Inventor: Bruce E. Kurtz
  • Patent number: 4489210
    Abstract: The invention relates to a process for the halogenation of organic compounds in the liquid phase using gaseous halogenating agents, the gaseous halogenating agents being metered into the reaction vessel at such an entry velocity that a gas jet is formed in the reaction mixture at the point of entry of the halogenating agent and the formation of individual gas bubbles at the point of entry is prevented.
    Type: Grant
    Filed: July 30, 1982
    Date of Patent: December 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Judat, Ulrich Schnegg, Karlfried Wedemeyer
  • Patent number: 4465865
    Abstract: A method of preparing terephthalic aldehyde or isophthalic aldehyde from p-xylene or m-xylene, which comprises chlorinating the side chain or p or m xylene to a chlorination degree of 2.5 to 3.5, and thereafter contacting the so-chlorinated product with hexamethylenetetramine in aqueous solution at elevated temperature whereby the corresponding aldehyde is obtained.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: August 14, 1984
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Fritz Englander, Klaus-Dieter Steffen
  • Patent number: 4423263
    Abstract: A process for the selective side-chain halogenation of alkylaromatic hydrocarbons, consisting of reacting the hydrocarbon with an N-halogenoamine in the presence of a proton donor and a metal ion.
    Type: Grant
    Filed: June 29, 1982
    Date of Patent: December 27, 1983
    Assignee: ANIC, S.p.A.
    Inventors: Francesco Minisci, Giancarlo Serboli, Edoardo Platone
  • Patent number: 4362884
    Abstract: Organosilicon compounds referred to as silacrown ethers or "silacrowns" are of the general formula: ##STR1## where R.sup.1 and R.sup.2 are organic radicals or hydrogen and n is an integer between 4 and 10 inclusive. Silacrown ethers are prepared by reacting polyethylene glycol with substituted silanes under conditions promoting cyclization over polymerization. Silacrown ethers may be employed as phase-transfer catalysts in solution or immobilized on siliceous supports.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: December 7, 1982
    Assignee: Petrarch Systems, Inc.
    Inventor: Barry C. Arkles
  • Patent number: 4331821
    Abstract: A process for the monohalogenation of alkylbenzenes in the .alpha.-position is disclosed wherein an alkylbenzene reactant containing a hydrogen atom in the .alpha.-position is contacted with a halogen and the reaction mixture is withdrawn such that the amount of monohalogenated alkylbenzene formed is no greater than 33 mol percent in the reaction mixture. Also disclosed are novel monohalogenated alkylbenzenes of the formula ##STR1## in which R.sup.7 represents trifluoromethoxy, trifluoromethylthio or 2-perfluoropropyl or also, if R.sup.8 represents chlorine, represents trifluoromethyl and, furthermore, ifR.sup.8 and R.sup.9 represent trifluoromethyl, represents hydrogen,R.sup.8 represents hydrogen or also, if R.sup.7 represents trifluoromethyl or trifluoromethoxy, represent chlorine and also, if R.sup.7 represents hydrogen and R.sup.9 represents trifluoromethyl, denotes trifluoromethyl andR.sup.9 represents hydrogen and, if R.sup.7 represents hydrogen and R.sup.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: May 25, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudiger Schubart, Erich Klauke, Klaus Naumann, Rainer Fuchs
  • Patent number: 4329525
    Abstract: A compound is chlorinated with chlorine to produce chlorinated product and hydrogen chloride byproduct. Recovered hydrogen chloride byproduct is contacted with oxygen and a molten salt mixture containing the higher and lower valent chlorides of a multivalent metal, such as cuprous and cupric chloride, to effect recovery of the hydrogen chloride by enriching the molten salt content of the higher valent chloride. The molten salt, enriched in higher valent chloride, is then dechlorinated by use of a stripping gas, preferably hydrogen chloride, to produce a gaseous effluent containing stripped chlorine and the stripping gas, which is then recycled to the chlorination step. The presence of stripping gas, as a diluent, improves the chlorination operation.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: May 11, 1982
    Assignee: The Lummus Company
    Inventors: Herbert Riegel, Vincent Strangio, Morgan C. Sze
  • Patent number: 4306102
    Abstract: p-Tert.butylbenzotribromide and the derivatives thereof which is halogen-substituted at the nucleus are prepared under side chain halogenation conditions by bromination of p-tert.butyltoluene and its derivatives substituted at the nucleus by halogen. Practically no undesired bromination in the nucleus or at the tert.butyl radical takes place.By partial saponification of the benzotribromide the corresponding benzoyl bromide is obtained. Further saponification of the latter or complete saponification of the benzotribromide yields p-tert.butylbenzoic acid and derivatives thereof which are halogen substituted at the nucleus, the esters of which can be used in pharmacology.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: December 15, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Franz Landauer, Georg Schaeffer
  • Patent number: 4256907
    Abstract: A process for the preparation of a substituted vinyl-cyclopropanecarboxylic acid ester of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl with 1-4 carbon atoms or halogen,R.sup.3 is halogen, phenoxy or phenoxy substituted by alkyl with 1-4 carbon atoms or by halogen,R.sup.4 is halogen or methyl, andn is 0, 1, 2, 3 or 4,comprising saponifying with alkali an ester of the formula ##STR2## in which R.sup.5 is alkyl with 1-4 carbon atoms,thereby to replace R.sup.5 by an alkaline salt group, and directly reacting such salt without intermediate purification with a benzyl chloride of the formula ##STR3## Advantageously the benzyl chloride is obtained by the gas-phase photochlorination of a compound of the formula ##STR4## the chlorination proceeding to about 25 to 75%, and the chlorination mass being employed directly without isolation.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: March 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Naumann, Rudiger Schubart, Thomas Schmidt
  • Patent number: 4226783
    Abstract: A process for .alpha.-chlorination of side chains of electronegatively substituted aromatic compounds with dichlorine monoxide.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: October 7, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank D. Marsh