Reactions of 2, 4, 6-tri-t-butylnitrobenzene (1) with alkylmagnesium halides afforded 2, 4, 6- tri-t-butylaniline (2), N-alkyl-2, 4, 6-tri-t-butylanilines (3), 6-alkyl-2, 4-di-t-butylanilines (4), 4- alkyl-1-hydroxyimino-2, 4, 6-tri-t-butyl 2, 5-cyclohexadienes (5), and 6-alkyl-1-hydroxyimino- 2, 4, 6-tri-t-butyl-2, 4-cyclohexadienes (6) depending on the Grignard reagents used. Reduction of the oxime 6 proved to be responsible for the formation of the aniline 4. ...
