| abstract |
1345988 Phenol derivatives AKZO NV 7 Feb 1972 [15 Feb 1971] 5588/72 Heading C2C [Also in Divisions C3 and C5] 4 - Alkoxy- and 4 - aralkoxy - 2,6 - diphenyl phenols may be prepared by adding sulphuric acid to solutions of 2,6-diphenyl hydroquinone in the corresponding alcohols. In examples (I-V) the 4-methoxy-, 4-ethoxy-, 4-decanoxy-, 4 - benzoxy- and 4(2 - ethylhexanoxy) - derivatives are prepared by using methanol, ethanol, decanol, benzyl alcohol and 2-ethylhexanol. 2 - t - Butyl - 4 - methoxy - 6 - phenylphenol is prepared by (VII) oxidizing 2-t-butyl-6- phenylphenol with oxygen in the presence of bis-salicylidene ethylene diimino cobalt II to give 2 - t - butyl - 6 - phenyl benzoquinone, hydrogenating in methanol with a platinum on charcoal catalyst to give 2-t-butyl-6-phenyl hydroquinone and converting to the 4-methoxy derivative as in I above. 2,6 - Diphenyl - 4 - methyl phenol and 2 - tbutyl - 4 - methyl - 6 - phenyl phenol are prepared by reducing (VIII) 2,6-diphenyl-4-chloromethyl phenol and (IX) 2-t-butyl-4-chloromethyl-6-phenyl phenol respectively with lithium aluminium hydride. 4 - Alkoxymethyl - 2,6 - diphenyl phenols may be prepared by reacting 4-chloromethyl- 2,6-diphenyl phenols with the corresponding alcohols. In examples (X and XI) the 4- methoxymethyl and 4-ethoxymethyl derivatives are prepared using methanol and ethanol. The products may be used to stabilize organic material liable to peroxidic decomposition, e.g. polymers, foods, cosmetics, lubricating oils, solvents, paints and lacquers. |