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Dimethyl-o-toluidine

Ai,Al-Dimethyl-o-toluidine 547 is reluctantly lithiated with n-BuLi—TMEDA at 25 °C ortholithiation occurs to some extent in the reaction but the yield of laterally functionalized product is maximized after 3 h (Scheme 217) ° . Without TMEDA, the extent of ortholidiiation is increased. [Pg.612]

The same study shows that with the complex of A W-dimethyl-o-toluidine (38), the selectivity depends on time, temperature and the nature of the anion (Table 4 and equation 34).87 Again, equilibration occurs with the tertiary nitrile-stabilized anion, favoring the C-4 substitution product, while lithioacetonitrile favors addition at C-3. The 2-methyl-1,3-dithianyl anion gives precisely the same product mixture at -78 °C and at -30 C there is no evidence for equilibration with this anion. [Pg.535]

See other pages where Dimethyl-o-toluidine is mentioned: [Pg.551]    [Pg.661]    [Pg.288]    [Pg.474]    [Pg.871]    [Pg.220]    [Pg.661]    [Pg.557]    [Pg.743]    [Pg.1140]    [Pg.26]    [Pg.661]    [Pg.15]    [Pg.77]    [Pg.294]    [Pg.535]    [Pg.69]    [Pg.72]    [Pg.94]    [Pg.103]    [Pg.138]    [Pg.155]    [Pg.156]    [Pg.157]    [Pg.158]    [Pg.161]    [Pg.162]    [Pg.167]    [Pg.171]    [Pg.174]    [Pg.182]    [Pg.183]    [Pg.191]    [Pg.192]    [Pg.197]    [Pg.197]    [Pg.198]    [Pg.205]    [Pg.206]    [Pg.208]    [Pg.211]    [Pg.213]    [Pg.217]    [Pg.222]    [Pg.223]    [Pg.225]    [Pg.232]    [Pg.232]   
See also in sourсe #XX -- [ Pg.750 ]



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O Toluidine

O, 0-Dimethyl

Toluidines

Toluidins

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