Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1983-07-20
1984-11-27
Torrence, Dolph H.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260465D, 260465E, 562478, C07C12175, C07C 6966
Patent
active
044850514
ABSTRACT:
4-(.alpha.-hydrocarbyl-.alpha.-cyanomethyl)2,6-di-substituted phenols having the formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different monovalent substituents selected from the group consisting of alkyl, aralkyl and cyclic alkyl radicals and R.sub.3 is selected from hydrogen, hydrocarbyl radicals, substituted hydrocarbyl radicals and hydrocarbyloxy radicals are prepared by reacting a 4-(.alpha.-hydrocarbyl-.alpha.-hydrocarbyloxymethyl)2,6-di-substituted phenol having the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above and R.sub.4 is selected from hydrocarbyl radicals or substituted hydrocarbyl radicals with an alkali metal cyanide or an alkaline earth metal cyanide in a suitable solvent. The 4-(.alpha.-hydrocarbyl-.alpha.-cyanomethyl)2,6-di-substituted phenol thus formed can readily be converted to the corresponding 4-(.alpha.-hydrocarbyl-.alpha.-cyanomethyl)phenol by dealkylating the substituent groups ortho to the hydroxyl group from the 4-(.alpha.-hydrocarbyl-.alpha.-cyanomethyl)2,6-di-substituted phenol which then can be converted on hydrolysis to the corresponding .alpha.-hydrocarbyl-4-hydroxyphenylacetic acid. These acids have utility as insecticidal and acaricidal intermediates and are deemed to have utility as insecticides themselves as are the 4-(.alpha.-hydrocarbyl-.alpha.-cyanomethyl)2,6-di-substituted phenols of the present invention.
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Everly Charles R.
Roper Jerry M.
Ethyl Corporation
Johnson Donald L.
Montgomery Willard G.
Sieberth John F.
Torrence Dolph H.
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