Preparing Esters By Ester Interchange Patents (Class 560/234)
  • Patent number: 4323698
    Abstract: This specification discloses an insoluble resin-metal compound complex, the method for its preparation, and its use in carrying out a catalyzed reaction. The complex is a weak base anion exchange resin which has been contacted with a solution of a coordination compound having at least two ligands connected to at least one central metal atom to bond chemically the resin to the metal atom by replacement of at least one of the ligands of the coordination compound by a functional group of the weak base anion exchange resin. The complex can be used as a catalyst for hydrogenation, carbon monoxide insertion, polymerization, isomerization, vinyl ester exchange, and ethylene oxidation reactions, among others.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4296042
    Abstract: This process relates to the synthesis of unsaturated aliphatic esters useful as insect sex attractants, including gossyplure, the insect sex pheromone of the pink bollworm moth, Pectinophora gossypiella, and intermediates therefor. The process utilizes a cyclic phosphonium (Wittig) reagent.
    Type: Grant
    Filed: June 18, 1980
    Date of Patent: October 20, 1981
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Michael C. Venuti
  • Patent number: 4289896
    Abstract: Phosphonic acids are suitable catalysts for the transesterification of alkyl esters of carboxylic acids with aliphatic or cycloaliphatic diols containing more than 3 carbon atoms.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: September 15, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Lothar Buxbaum
  • Patent number: 4283565
    Abstract: There is described an essentially two step process for the preparation of benzylalcohols including those benzylalcohols having substituents on the benzyene ring by reaction of a substituted or unsubstituted benzyl halide with a formate typically an alkali or alkaline earth metal formate to form the corresponding substituted or unsubstituted benzyl formate. In the second step of the process the benzyl formate is contacted with an alcohol whereby the same is converted into the desired benzylalcohol. Both steps can be performed employing catalysts. Described in the specification is the realization of the desired product in exceptionally high yields in a short period of time whereby the process is characterized by high space-time yields.
    Type: Grant
    Filed: December 29, 1978
    Date of Patent: August 11, 1981
    Assignee: Dynamit Nobel AG
    Inventors: Gunther Bernhardt, Gerhard Daum
  • Patent number: 4260813
    Abstract: Ethyl acetate and an excess of ethylene glycol monoethyl ether are subjected to ester-interchange reaction at a temperature not exceeding 100.degree. C. in the presence of a strongly acidic cation exchange resin as a catalyst. The resulting reaction mixture is distilled to recover the ethylene glycol monoethyl ether acetate formed. The unchanged reactants are recycled to the reaction zone for re-use, and the by-product ethanol is recovered in a highly pure form. This method can be continuously performed easily and effectively without the need to separate the catalyst or to employ complex distilling steps and without involving other difficulties.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: April 7, 1981
    Assignee: Showa Denko K.K.
    Inventors: Norio Kametaka, Kuniomi Marumo, Kiyonori Tokuda, Kazuo Sekiguchi
  • Patent number: 4239911
    Abstract: Alkylene glycol dicarboxylates are obtained by reacting carboxylic acid esters of monohydric or polyhydric aliphatic short-chain alcohols with an olefin and oxygen in the presence of a catalyst, a hydrolyzing agent and water.
    Type: Grant
    Filed: May 24, 1977
    Date of Patent: December 16, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Juergen Hartig
  • Patent number: 4239910
    Abstract: In a process for the manufacture of butenediol-dicarboxylic acid esters by reacting butadiene with oxygen and a carboxylic acid in the presence of a noble metal catalyst containing platinum or palladium, the carboxylic acid is added to the reaction mixture in the form of the ester of the acid with a low molecular weight aliphatic alcohol such as methanol and the reaction is carried out under conditions under which the ester undergoes hydrolysis, or the hydrolysis is carried out before the main reaction. This enables the carboxylic acid obtained on further processing of the butenediol esters to be recycled.
    Type: Grant
    Filed: March 18, 1977
    Date of Patent: December 16, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Platz, Juergen Hartig
  • Patent number: 4115415
    Abstract: A process for the production of an alkylene glycol ether ester of an organic carboxylic acid which comprises the step of reacting an alkylene oxide with an ester of organic carboxylic acid in accordance with the following reaction equation: ##STR1## wherein R" is a substituted or non-substituted hydrocarbon having 1 to 20 carbon atoms or a hydrogen atom;R'" is a substituted or non-substituted hydrocarbon having 1 to 20 carbon atoms;R.sup.3 are each the same or different substituted or non-substituted hydrocarbon having 1 to 10 carbon atoms or a hydrogen atom;Q is simultaneously the same or different groups X, R, OR, SR, NR.sub.2 or PR.sub.2 (wherein X is a halogen atom selected from the group consisting of Cl, Br, and I, and R is the same or different substituted or non-substituted hydrocarbon having 1 to 20 carbon atoms or a hydrogen atom, and a combination of all Q=R does not occur).
    Type: Grant
    Filed: October 22, 1976
    Date of Patent: September 19, 1978
    Assignee: Nisso Petrochemical Industries Co., Ltd.
    Inventors: Hiroshi Yoshihara, Takashi Tobita, Ryoichi Tomizawa, Kunio Ishikawa
  • Patent number: 4112235
    Abstract: Carboxylic acids may be esterified by reaction with esters in the presence of a catalytic amount of a tin halide catalyst, the reaction being effected at temperatures ranging from about 0.degree. to about 150.degree. C.
    Type: Grant
    Filed: October 28, 1976
    Date of Patent: September 5, 1978
    Assignee: UOP Inc.
    Inventor: Louis Schmerling
  • Patent number: 4092368
    Abstract: A vapor phase process for preparing allylic alcohols which comprises reacting an allylic ester of a lower alkyl carboxylic acid with a lower alkanol in the presence of a zeolite transesterification catalyst.
    Type: Grant
    Filed: March 13, 1974
    Date of Patent: May 30, 1978
    Assignee: General Electric Company
    Inventor: William E. Smith
  • Patent number: 4091225
    Abstract: This invention comprises an alkylation, reduction and transesterification process for the preparation of ester substituted phenols. The products are useful as antioxidants and may be prepared in high yields and with a high degree of purity.
    Type: Grant
    Filed: January 22, 1974
    Date of Patent: May 23, 1978
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Dane K. Parker
  • Patent number: 4064162
    Abstract: A synthesis of novel Vitamin A intermediates from beta-ionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C.sub.20 skeleton. By semi-hydrogenation, the acetylenic bond on the C.sub.20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.
    Type: Grant
    Filed: February 17, 1976
    Date of Patent: December 20, 1977
    Assignee: SCM Corporation
    Inventor: William Oroshnik
  • Patent number: 4062883
    Abstract: A heterogeneous metallocarborane catalyst bound to a polymeric support by a carbon-boron bond. Chloromethylated polystyrene beads provide the support. The catalytic beads are characterized as3,3-(Ph P)-3-H-4 polystyrylmethyl - 3,1,2-Rh C.sub.2 B.sub.9 H.sub.10.
    Type: Grant
    Filed: August 6, 1976
    Date of Patent: December 13, 1977
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: M. Frederick Hawthorne, William Kalb
  • Patent number: 4051174
    Abstract: A process for isomerizing vitamin A and derivatives thereof utilizing either palladium or a palladium containing compound as a catalyst.
    Type: Grant
    Filed: August 16, 1974
    Date of Patent: September 27, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Hansjorg Stoller, Hans Peter Wagner