ELECTROCHEMICAL REDUCTIVE COUPLING

    公开(公告)号:CA978497A

    公开(公告)日:1975-11-25

    申请号:CA110695

    申请日:1971-04-19

    Abstract: 1358394 Electrochemical reductive coupling PHILLIPS PETROLEUM CO 28 May 1971 [1 June 1970 6 Aug 1970 23 Nov 1970] 17970/71 Heading C2C [Also in Divisions C7 and C5] Substituted olefins are electrochemically reductively coupled using as electrolyte an aqueous solution containing (a) alkali metal, alkaline earth metal, ammonium, methyl substituted ammonium or quaternary tetramethylammonium ions; (b) as quaternized cations quaternary ammonium, piperidinium, pyrrolidinium, morpholinium, sulphonium, phosphonium, arsonium, stibonium, diammonium or di-(C 1 -C 5 ) alkyleneammonium, the cations being quaternized by alkyl, cycloalkyl, alkenyl, aralkyl, monohydroxy alkyl or dihydroxyalkyl groups with normality of ions (a): ions (b) being at least 1À5 : 1; (c) anions which do not increase the solubility of the olefin in the electrolyte; and (d) 2-12 wt. per cent olefin reactant based on total electrolyte. Specified reactions are: Substituted Olefin acrylonitrile methacrylonitrile 2-pentenenitrile maleonitrile citracononitrile 4-vinylpyridine 2-vinylpyridine methyl acrylate ethyl crotonate ethyl 2-penteneoate N,N-diethyl acrylamide N,N-diamyl crotonamide N,N-dibutyl-2-penteneamide 1-cyanocyclohexene-1 1-cyanocyclopentene-1 1-ethoxycarbonylcyclohexene-1 1-butoxycarbonylcyclopentene-1 1-carbamoylcyclohexene-1 1-N,N-diethylcarbamoylcycloheptene-1 acrylonitrile and benzalacetone acrylonitrile and mesityl oxide allyl chloride crotyl fluoride Reductive Coupling Product adiponitrile 2,5-dimethyladiponitrile 3,4-diethyladiponitrile butane-1,2,3,4-tetracarbonitrile hexane-2,3,4,5-tetracarbonitrile 1,4-bis-(4-pyridyl)butane 1,4-bis-(2-pyridyl)butane dimethyl adipate diethyl 3,4-dimethyladipate diethyl 3,4-diethyl adipate N,N,N 1 ,N 1 -tetraethyladipamide N,N,N 1 ,N 1 -tetraamyl 3,4-dimethyladipamide N,N,N 1 ,N 1 -tetrabutyl 3,4-diethyladipamide 2,2 1 -bis-(cyclohexanecarbonitrile) 2,2 1 -bis-(cyclopentanecarbonitrile) 2,2 1 -bis-(ethoxycarbonylcyclohexane) 2,2 1 -bis-(butoxycarbonylcyclopentane) 2,2 1 -bis-(cyclohexanecarboxamide) 2,2 1 -bis-(N,N-diethylcycloheptanecarboxamide) 2-oxo-4-phenyl-6-cyanohexane 2-oxo-4,4-dimethyl-6-cyanohexane 1,6-dichlorohexane 1,6-difluoro-3,4-dimethylhexane

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