Patents by Inventor Roy A. Olofson

Roy A. Olofson has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5283358
    Abstract: Process for obtaining aryl esters by O-dealkylation of an alkyl aryl ether with an acyl halide in the presence of a catalyst chosen from hexaalkylguanidinium salts and tetraalkylphosphonium salts.The alkyl aryl ether corresponds preferentially to the formula Ar(OR).sub.n in which R denotes an alkyl group, in particular a methyl group, n is an integer from 1 to 6 and Ar represents a C.sub.6 to C.sub.14 aromatic radical, a coumarinyl group or a group of a number of phenyl radicals.This process allows also the obtention of aromatic polyester.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: February 1, 1994
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Roy A. Olofson, Ann P. Lawson, Heather L. Rayle
  • Patent number: 4808743
    Abstract: Vinyl chloroformates are described of formula ##STR1## in which: R.sub.1 .dbd.R.sub.2 .dbd.Cl, Br or a saturated 1-4 carbon atom alkyl or together they form a cycloaliphatic ring of 4-8 carbon atoms;R.sub.3 .dbd.H when R.sup.1 or R.sup.2 .dbd.alkyl; saturated alkyl of 1-4 carbon atoms or aryl; ##STR2## in which R.sub.4 .dbd.R.sub.5 .dbd.alkyl of 1-4 carbon atoms or R.sub.3 forms with R.sub.2 a C.sub.5 -C.sub.8 ring which may have attached oxygen atoms. The process of preparation consists of reacting phosgene with the corresponding compounds containing alpha halogen and a carbonyl group. The products are very useful to obtain vinyl carbonates and carbamates.
    Type: Grant
    Filed: February 13, 1987
    Date of Patent: February 28, 1989
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Mark Bowman, Roy Olofson, Thierry Malfroot, Jean-Pierre Senet
  • Patent number: 4798893
    Abstract: A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: January 17, 1989
    Assignee: McNeilab, Inc.
    Inventors: David A. Cherry, Cynthia A. Maryanoff, John E. Mills, Roy A. Olofson, James D. Rodgers
  • Patent number: 4786745
    Abstract: Novel 2,2-dihalovinyl haloformates are described of general formula: ##STR1## in which: X is a chlorine or bromine atom;X.sub.1 and X.sub.2 are the same or different and are chlorine or bromine.The compounds are prepared by reaction of a 1,2,2,2-tetrahaloethyl haloformate of formula: ##STR2## in which: X.sub.1, X.sub.2 and X are as described hereinabove;X.sub.3 is chlorine or bromine and is always bromine when X.sub.1 and/or X.sub.2 is bromine andX.sub.4 is chlorine or bromine, with a metal such as zinc or magnesium in a solvent.The novel compounds are very useful for the preparation of 2,2-dihalovinyl carbonates and carbamates which may be used as insecticides or as comonomers.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Mark P. Bowman, Roy A. Olofson, Thierry Malfroot, Jean-Pierre Senet
  • Patent number: 4772695
    Abstract: A process for the preparation of vinyl carbamates of formula I ##STR1## is described which comprises heating an .alpha.-halogeno-carbamate of formula II ##STR2## in which X is a halogen atom at a temperature between 70.degree. and 250.degree. C. for a period of time between several minutes up to several hours. R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are the same or different. The process is applicable to a great variety of products in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 have different meanings. The process permits to prepare in a simple and economical fashion, vinyl carbamates, which have industrial value and novel vinyl carbamates.
    Type: Grant
    Filed: September 19, 1983
    Date of Patent: September 20, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Roy A. Olofson, Gary P. Wooden, Jonathan T. Martz
  • Patent number: 4612143
    Abstract: A process for the preparation of fluoroformates of formula: ##STR1## in which R.sup.1 is a substituted or unsubstituted, saturated or unsaturated aliphatic, cycloaliphatic or polycyclic radical, or substituted or unsubstituted araliphatic radical or an aromatic radical, which consists of reacting a carbonate of formula: ##STR2## in which R.sup.1 has the same meaning as hereinabove and R.sup.2 is hydrogen, alkyl of 1-12 carbon atoms, cycloalkyl of 5-12 carbon atoms, saturated or unsaturated, unsubstituted or substituted by one or more halogen atoms or R.sup.2 is aryl, unsubstituted or substituted by one or more halogen atoms, with an alkali or alkaline earth fluoride, ammonium fluoride or a quaternary ammonium fluoride, of formula FNR.sup.3 R.sup.4 R.sup.5 R.sup.6, wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6 are the same or different and are hydrogen, alkyl or aralkyl of 1-12 carbon atoms or a fluoride which is KHF.sub.2, NH.sub.4 HF.sub.2 or KSO.sub.2 F.
    Type: Grant
    Filed: September 17, 1984
    Date of Patent: September 16, 1986
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Marc Piteau, Jean-Pierre Senet, Patrick Wolf, Roy A. Olofson, Vu A. Dang
  • Patent number: 4592874
    Abstract: Process for the synthesis of .alpha.-chlorinated chloroformates, and new .alpha.-chlorinated chloroformates.The invention relates to a new process for the manufacture of .alpha.-chlorinated chloroformates and, to new .alpha.-chlorinated chloroformates as new industrial products.The process according to the invention consists of a synthesis, by catalytic phosgenation, of .alpha.-chlorinated chloroformates of the formula: ##STR1## in which: R represents a substituted or unsubstituted hydrocarbon radical and m represents an integer superior or equal to one, this synthesis consisting in reacting phosgene with the aldehyde R--CHO).sub.m, in the presence of a catalyst which is an organic or inorganic substance which is capable in a medium containing an aldehyde of the formula R--CHO).sub.
    Type: Grant
    Filed: May 6, 1981
    Date of Patent: June 3, 1986
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Guy C. Cagnon, Marc D. Piteau, Jean-Pierre G. Senet, Roy A. Olofson, Jonathan T. Martz
  • Patent number: 4592872
    Abstract: Process for the synthesis of .alpha.-chlorinated chloroformates, and new .alpha.-chlorinated chloroformates.The invention relates to a new process for the manufacture of .alpha.-chlorinated chloroformates and, to new .alpha.-chlorinated chloroformates as new industrial products.The process according to the invention consists of a synthesis, by catalytic phosgenation, of .alpha.-chlorinated chloroformates of the formula: ##STR1## in which: R represents a substituted or unsubstituted hydrocarbon radical and m represents an integer superior or equal to one, this synthesis consisting in reacting phosgene with the aldehyde R--CHO).sub.m, in the presence of a catalyst which is an organic or inorganic substance which is capable in a medium containing an aldehyde of the formula R--CHO).sub.
    Type: Grant
    Filed: January 22, 1982
    Date of Patent: June 3, 1986
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Guy C. Cagnon, Marc D. Piteau, Jean-Pierre G. Senet, Roy A. Olofson, Jonathan T. Martz
  • Patent number: 4161597
    Abstract: There is provided a novel and high yield procedure for transforming acid salts of 14-alkanoyloxymorphinans and derivatives thereof into the corresponding N-alkyl-14-hydroxymorphinans wherein the alkyl moiety on the nitrogen contains the same number of carbon atoms as that previously in the 14-alkanoyl moiety. In the process of the present invention, the acid is neutralized to the free base, the alkanoyl moiety at the 14-oxy then spontaneously shifts to the nitrogen and is subsequently reduced to the corresponding alkyl moiety. O-dealkylation at C-3, where an alkoxy group is originally present, is carried out in the usual manner. There is also provided a readily produced and readily disassociated adduct of the corresponding 14-hydroxy-N-alkanoyl morphinan-6-alkylene ketal with benzene, tetrahydrofuran, and the like.
    Type: Grant
    Filed: December 20, 1976
    Date of Patent: July 17, 1979
    Assignee: Research Corporation
    Inventors: Roy A. Olofson, Joseph P. Pepe
  • Patent number: 4141897
    Abstract: There is provided a novel, high yield, method of dealkylating N-alkylated 14-hydroxymorphinans and derivatives thereof including, inter alia, oxymorphone and oycodone. There are thus provided, inter alia, more efficient routes for the formation of naloxone, naltrexone, and nalbuphine. In the principal step of the process, the dealkylation using certain oxycarbonyl halides (or haloformates) is carried out on the N-alkyl-14-acyloxy-morphinan which it is desired to dealkylate.
    Type: Grant
    Filed: December 20, 1976
    Date of Patent: February 27, 1979
    Assignee: Research Corporation
    Inventors: Roy A. Olofson, Joseph P. Pepe