Grignard Type Patents (Class 260/665G)
  • Patent number: 4087468
    Abstract: 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: Grant
    Filed: December 12, 1975
    Date of Patent: May 2, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul W. Solomon
  • Patent number: 4032298
    Abstract: Grignard reagent is produced continuously in a reactor vessel, overflowing into a holding vessel from which the product is continuously removed; the reaction proceeds in the presence of an excess of magnesium constantly maintained, and a portion of the reacting mixture is withdrawn, circulated to a heat exchanger and returned to the reactor vessel.
    Type: Grant
    Filed: December 30, 1974
    Date of Patent: June 28, 1977
    Assignee: Nalco Chemical Company
    Inventors: Guy E. Blackmar, Robert C. Wight, Richard B. Smith
  • Patent number: 4026954
    Abstract: Hexyn-3-ol-1 is prepared by the steps of (1) reaction of a methyl magnesium halide with propargyl chloride to form an ethylacetylene magnesium halide, (2) addition reaction of ethylene oxide to the ethylacetylene magnesium halide to form a halogen magnesium salt of hexyn-3-ol-1, and (3) hydrolysis of the halogeno magnesium salt of hexyn-3-ol-1.
    Type: Grant
    Filed: May 24, 1976
    Date of Patent: May 31, 1977
    Assignee: Shin-Etsu Chemical Company Limited
    Inventors: Kenichi Taguchi, Akira Yamamoto, Toshinobu Ishihara
  • Patent number: 4026953
    Abstract: Organic solvents containing less than 0.2 atom percent of .sup.13 C and which preferably are at least partially deuterated are produced from .sup.13 C-depleted gaseous carbon compounds and are advantageously employed as solvents for .sup.13 C NMR spectroscopy.
    Type: Grant
    Filed: October 24, 1975
    Date of Patent: May 31, 1977
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ludwig Pohl, Werner Theysohn, Richard Unger
  • Patent number: 4017543
    Abstract: This application discloses methods of preparing .alpha.,.alpha.-diloweralkyl substituted benzylamines by the catalytic hydrogenation of the corresponding .alpha.,.alpha.-dialkyl-4-(phenyl-ethynyl)-benzylamine. The produced .alpha.,.alpha.-diloweralkylamines are converted to the corresponding N-alkyl and N,N-dialkyl derivatives thereof. The amines and their alkylated derivatives are useful as antiarrhythmics.
    Type: Grant
    Filed: October 23, 1975
    Date of Patent: April 12, 1977
    Assignee: Merck & Co., Inc.
    Inventor: Marcia Elizabeth Christy
  • Patent number: 4002691
    Abstract: Tricyclo[4.2.1.0.sup.2,5 ]non-7-enes wherein the 3 position is substituted by a methylol group may be made by reacting a bicyclo[2.2.1]hepta-2,5-diene with a 2-alkenyl magnesium compound in a 1:1 ratio to yield a molecular addition product which is then oxidized and hydrolyzed to give the 3-methylol product. These substituted tricyclo[4.2.1.0.sup.2,5 ]non-7-enes are useful, inter alia, as intermediates for the manufacture of lubricating oil additives and various other useful products and they may be used for gas scrubbing applications and the like.
    Type: Grant
    Filed: August 22, 1975
    Date of Patent: January 11, 1977
    Assignee: Ethyl Corporation
    Inventor: Lawrence H. Shepherd, Jr.
  • Patent number: 3991125
    Abstract: Synthesis of, and intermediates for, trans-4, cis-7 tridecadienyl acetate, attractant for the male potato tuberworm moth.
    Type: Grant
    Filed: August 6, 1975
    Date of Patent: November 9, 1976
    Assignee: Zoecon Corporation
    Inventors: Jeffery N. Labovitz, Clive A. Henrick
  • Patent number: 3969467
    Abstract: 10,11-Dihydro-12-(N,N-disubstitutedaminomethyl)-5,10-methano-5H-dibenzo[a,d ]cycloheptenes are prepared by reacting the Grignard reagent of 10,11-dihydro-12-halo-5,10-methano-5H-dibenzo[a,d]cycloheptenes with alkyl ethers of N,N-disubstitutedaminomethyl alcohols. Some of the intermediates in this process are novel compounds.
    Type: Grant
    Filed: May 14, 1973
    Date of Patent: July 13, 1976
    Assignee: Riker Laboratories, Inc.
    Inventor: Walton James Hammar
  • Patent number: 3932524
    Abstract: A process for the preparation of phosphine oxides or sulphides of the formula: ##EQU1## in which R is a linear or branched aliphatic radical containing 5-12 carbon atoms, aralkyl radical selected from the group consisting of lower alkyl of 2-3 carbon atoms substituted by a phenyl group or R is cyclohexyl and X is an oxygen or sulphur atom comprising reacting a halo-compound of the formula R--Hal, in which Hal is chlorine, bromine or iodine, with magnesium to form a Grignard derivative of the formula RMgHal, the reaction being carried out initially in a very small amount of diethyl ether and then in a solvent mixture containing a preponderant amount of an aliphatic or aromatic hydrocarbon, which is liquid at room temperature or triethylamine, adding phosphorus oxychloride or phosphorus sulphochloride to the reaction mixture containing the Grignard derivative, and isolating the phosphine oxide or phosphine sulphide formed by removing the solvent by steam stripping or steam distillation.
    Type: Grant
    Filed: November 1, 1972
    Date of Patent: January 13, 1976
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Etienne Rouget De Gourcez, Jean-Claude Mayeux