Preparation of and addition of carbanions to 6-methyl-6-nitrocyclohexa-2, 4-dienones
…, GN Henderson, S Sankararaman
Index: Fischer, Alfred; Henderson, George N.; Sankararaman, S. Canadian Journal of Chemistry, 1989 , vol. 67, p. 1244 - 1246
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Abstract
Nitration of 2-methylphenols with nitric acid and trifluoroacetic anhydride in ether at-78° C gives 6-methyl-6-nitrocyclo-hexa-2, 4-dienones that can be isolated. Carbanions add to 5, 6- dimethyl-6-nitrocyclohexa-2, 4-dienone to give the 5-substituted 2, 3-dimethyl-2- nitrocyclohex-3-enone anion, which, with additional carbanion, gives the 5-substituted 2, 3- dimethylphenoxide anion by elimination of nitrous acid. Key words: nitration, dienone, ...
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