Reaction of 2, 4, 6-tri-t-butylnitrobenzene with alkyl Grignard reagents.

Y Inagaki, R Okazaki, N Inamoto

Index: Inagaki,Y. et al. Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 3727 - 3732

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Citation Number: 9

Abstract

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. ...