Abstract: Compounds of the general formula ##STR1## wherein n, R.sub.1, R.sub.2 and X are defined herein, are effective inhibitors of polymerization of vinylic monomers, particularly acrylic monomers. The inhibitors are easily, efficiently, and thoroughly removed from solution with the monomer by contact with charcoal.
Abstract: Racemic endo- and exo-1-methoxybicyclo[2.2.2]oct-5-ene-2-carboxylic acids are starting materials for a novel and efficient synthesis of chiral 3R-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-4R-(3-hydroxypropyl)-1R-cycloh exanol, a compound having valuable central nervous system (CNS) activity, particularly as an analgesic and as an antiemetic.
Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.
Type:
Grant
Filed:
March 14, 1983
Date of Patent:
November 5, 1985
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Rudolf Eidenschink, Michael Romer, Georg Weber
Abstract: The nuclear hydroxylation of phenol with organic solutions of hydrogen peroxide in the presence of a catalyst is carried out in improved manner by employing both (1) a special, practically water free solution of hydrogen peroxide in an organic solvent which does not form an azeotrope with water or whose highest azeotrope with water, boil near or above the boiling point of hydrogen peroxide, and (2) employing as a catalyst XO.sub.2 where X is sulfur, selenium, or tellurium. Besides increasing the yield and the ability to carry out the reaction in a simpler manner when selenium dioxide is employed as a catalyst, there can also be controlled the ortho-para ratio, respectively, the ortho-ortho ratio of the product.
Abstract: Olefins are produced by containing an organic compound having at least one benzene ring with ethylenediamine and calcium metal, the calcium metal being used in large excess or alternatively in conjunction with an inert abrasive particulate substance. Substantially all of the organic compounds are converted to corresponding cyclic olefins, largely mono-olefins.
Type:
Grant
Filed:
August 23, 1984
Date of Patent:
August 6, 1985
Assignee:
Purdue Research Foundation
Inventors:
Robert A. Benkeser, James A. Laugal, Angela Rappa
Abstract: At least one of the other functions comprising an aryl-aliphatic ether, e.g., veratrol, is catalytically hydrolyzed with water, e.g., to guaiacol, in the presence of a catalytically effective amount of a salt of a carboxylic acid.
Abstract: Resorcinol is prepared by an improved process through superacid (such as perfluorinated alkanesulfonic superacids of one to eighteen carbon atoms or polymeric perfluorinated resinsulfonic acids, such as Nafion-H catalyzed cleavage-rearrangement reaction of meta-isopropylphenol hydroperoxide in the form of its protected ether or ester derivatives, including readily cleavable and reusable trimethylsilyl and trifluoromethanesulfonyl derivates. Part of the process is the preparation of needed meta-isopropylphenol in high purity free of other isomers by treating any mixture of isopropylphenol isomers in an excess of anhydrous hydrogen fluoride or a perfluorinated alkanesulfonic superacid of one to eighteen carbon atoms and a Lewis acid fluoride or by alkylating (transalkylating) phenol with a propyl alkylating agent in the presence of the aforementioned superacid systems.
Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
Type:
Grant
Filed:
July 27, 1981
Date of Patent:
July 5, 1983
Assignee:
Pfizer Inc.
Inventors:
Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
Abstract: A process for the preparation of a p-allylphenol of the formula I, which comprises reacting a phenol of the formula II with an allyl halide of the formula III ##STR1## in which the symbols R.sub.1 to R.sub.6 and X are as defined in the description, in the presence of a base and a phase transfer catalyst.p-Allylphenols are valuable intermediates and lubricant additives.
Abstract: Compounds having the formula ##STR1## R.sub.1 is hydrogen, benzyl or an ester moiety; Y is --CH(R.sub.2 ")CH(R.sub.2)-- or--CH(R.sub.3)CH.sub.2 --;R.sub.2 " is hydrogen or methyl;R.sub.2 is OH or X-substituted (C.sub.1-6)alkyl;R.sub.3 is OH, cyano or X-substituted (C.sub.1-3) alkyl;X is --OR.sub.6, --SR.sub.6, --S(O)R.sub.6, --S(O).sub.2 R.sub.6, --NR.sub.6 R.sub.7, --COOR.sub.7, --CONR.sub.7 R.sub.8 or oxo;with the proviso that when X is --NR.sub.6 R.sub.7, --COOR.sub.7 or --CONR.sub.7 R.sub.8, said group is located on the terminal carbon atom of R.sub.2 or R.sub.3 ;R.sub.6 is hydrogen, (C.sub.1-6)alkyl or acetyl;each of R.sub.7 and R.sub.8 is hydrogen or (C.sub.1-6)alkyl;s is an integer of 1 or 2;with the proviso that when R.sub.6 is acetyl, R.sub.7 is hydrogen and X is other than S(O)R.sub.6 or S(O).sub.2 R.sub.6 ;Z--W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain, and their use as CNS agents, antidiarrheals and antiemetics.
Type:
Grant
Filed:
July 28, 1981
Date of Patent:
February 1, 1983
Assignee:
Pfizer Inc.
Inventors:
Michael R. Johnson, Lawrence S. Melvin, Jr.
Abstract: An intermediate useful in the production of liquid crystal esters has a molecular structure ##STR1## in which of the groups R' and R" one is fluorine and the other is hydrogen, and in which R is an alkyl group having more than one carbon atom, an aryl substituted alkyl group or a cyclohexyl substituted alkyl group.These compounds may be prepared from the corresponding alkoxy compounds ##STR2## where R'" is a protective alkyl group such as methyl. These compounds may be used in the production of liquid crystal esters by a conventional esterification with carboxylic acids, or acid derivative, eg chloride, eg containing the radical ##STR3## where X is an alkyl group and ##STR4## is a benzene or cyclohexane ring.
Type:
Grant
Filed:
September 30, 1980
Date of Patent:
December 28, 1982
Assignees:
BCH Chemicals Limited, The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
Inventors:
George W. Gray, David Lacey, John A. Jenner, Martin G. Pellatt
Abstract: A process for the production of alkyl phenols having at least one o-alkyl radical comprising catalytically reacting a phenolic compound having at least one o-positioned hydrogen atom with an alcohol in the vapor phase in the presence of a manganese oxide containing catalyst modified with a compound of at least one of the alkali metals.
Abstract: An improved process for the preparation of a polyhydric phenol by hydroxylation of a phenol with a peroxidic hydroxylating agent, is disclosed. The improvement resides in that before the hydroxylation, all or some of the mixture to be hydroxylated is treated with a cation exchanger.
Type:
Grant
Filed:
June 30, 1980
Date of Patent:
April 13, 1982
Assignee:
Bayer Aktiengesellschaft
Inventors:
Christoph Jupe, Helmut Waldmann, Hermann Seifert
Abstract: Detrimental color change of phenolic antioxidants during production, storage and use in rubbers is inhibited by adding during the synthesis of the phenolic antioxidant a disubstituted hydroxylamine to the catalyst neutralization solution and a substituted oxime together with a disubstituted hydroxylamine to the reaction mixture prior to filtration.
Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
Type:
Grant
Filed:
September 8, 1980
Date of Patent:
December 15, 1981
Assignee:
Pfizer Inc.
Inventors:
Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
Abstract: Herbaceous plant material is processed by heating it to within a specific temperature range for a predetermined period of time, within a novel processing apparatus. The plant material is held in an atmosphere whose oxygen content is controlled to convert a chemical found in the material into a more useful form without significant degradation taking place during the conversion process. In the instance wherein the herbaceous material is the plant substance cannabis, the material is heated in an inert atmosphere in accordance with the inventive method to carry out a step of decarboxylation which changes cannabinolic acid present in cannabis into the psychoactive drug or chemical delta-9 Tetrahydrocannabinol. Control of decarboxylation in accordance with the invention prevents destructive pyrolysis and degradative oxidation of the delta-9 tetrahydrocannabinol.
Abstract: At least one of a polycyclic phenol, a polycyclic alcohol and a polycyclic ketone is produced under hydrogenation conditions using a nickel oxide/manganese oxide/magnesium oxide catalyst by subjecting at least one of a monocyclic ketone, a monocyclic alcohol and a monocyclic phenol to said conditions and said catalyst.
Abstract: A process for preparing 6-isobornyl-3,4-xylenol by condensing camphene and 3,4-dimethylphenol benzylether in an inert anhydrous organic solvent in the presence of a Friedel-Crafts catalyst at a temperature of around 0.degree. C., and the 6-isobornyl-3,4-xylenol benzylether thus obtained is debenzylated by hydrogenating in the presence of a solvent and a hydrogenation catalyst.
Abstract: Bisphenols substantially free of by-products, are produced rapidly by reacting a phenol and a compound of the formulae: ##STR1## wherein R and R' are hydrogen, lower alkyl or aryl; X is lower alkoxy or the same as X'; Y is chlorine or the same as X; X' is aryloxy; Z is a 1,2- or 1,3-propylenedioxy (that may optionally carry hydroxy, lower alkyl or lower hydroxyalkyl substituents), or arylenedioxy radical; n is integer from three to nine; m is (n-1).
Type:
Grant
Filed:
February 10, 1978
Date of Patent:
May 6, 1980
Assignee:
General Electric Company
Inventors:
Victor Mark, Lawrence C. Mitchell, Charles V. Hedges
Abstract: .alpha.-Phenoxyacetic acids, in which the .alpha.-position is substituted by an alkyl residue with 5 to 12 carbon atoms and the phenyl residue is substituted by a cycloaliphatic hydrocarbon residue which is unsaturated in the 1-position and is only singly unsaturated, and their esters and amides are useful as hypolipidaemic agents.
Abstract: Haloloweralkyl ethynylbenzene compounds and their derivatives which are useful for the treatment for the relief of inflammation, pain and fever.
Abstract: Novel 1-hydroxy-3-alkyl-6,7,8,9,10,11-hexahydrodibenz[b,d]oxepins are prepared from cyclohexenyl resorcinol derivatives and are useful as central nervous system depressants.
Abstract: 2,6-Dimethoxyphenol reacts with a tertiary carbinol in the presence of an acid to provide exclusively a 1-hydroxy-2,6-dimethoxy-4-tertiary alkyl)benzene, which when reacted with a halogenated disubstituted phosphite affords a 2,6-dimethoxy-4-tertiary alkyl)phenyl disubstituted phosphate. Reduction of the phenyl phosphate derivative by reaction with an alkali metal affords a 1-(tertiary alkyl)-3,5-dimethoxybenzene, which upon reaction with a demethylating agent provides a 5-(tertiary alkyl)resorcinol.