C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/559.5, 260/5
C07C 59/48 (2006.01) C07C 51/08 (2006.01)
Patent
CA 1203551
ABSTRACT PREPARATION OF 4-(.alpha.-ALKYL-.alpha.-CYANO-METHYL)- 2,6-DI-SUBSTITUTED PHENOLS 4-(.alpha.-alkyl-.alpha.-cyano-methyl)2,6-di-substituted phenols having the formula Image wherein R is hydrogen, methyl, ethyl, n-propyl or isopropyl and R1 and R2 are the same or different monovalent substituent selected from the group consisting of alkyl, aralkyl and cyclic alkyl radicals and are prepared by reacting a di-substituted phenol having the formula Image wherein R1 and R2 are as defined above with an aliphatic aldehyde having a single aldehyde radical selected from formaldehyde, acetaldehyde, propion- aldehyde or butryaldehyde and an alkali metal cyanide or an alkaline earth metal cyanide in a suitable solvent. The 4-(.alpha.-alkyl-.alpha.-cyano-methyl)2,6-di- substituted phenol thus formed can readily be converted to the corresponding 4-(.alpha.-alkyl-.alpha.-cyano-methyl)phenol by dealkylating the substituent groups ortho to the hydroxyl group from the 4-(.alpha.-alkyl-a-cyano-methyl)- 2,6-di-substituted phenol which then can be converted on hydrolysis to the corresponding .alpha.-alkyl-4- hydroxyphenylacetic acid. These acids are well-known insecticidal and acaricidal intermediates.
429703
Everly Charles R.
Robinson Gene C.
Corporation Ethyl
Macrae & Co.
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