Journal of the American Chemical Society

Lithiations of. alpha.-and. beta.-(dimethylaminomethyl) naphthalenes with n-butyllithium and condensations with benzophenone. Some related results

RL Gay, CR Hauser

Index: Gay,R.L.; Hauser,C.R. Journal of the American Chemical Society, 1967 , vol. 89, p. 2297 - 2303

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Citation Number: 38

Abstract

Abstract: a-Dimethylaminomethylnaphthalene was lithiated with n-butyllithium in ether- hexane to form a mixture of the 8-and 2-lithioamines in which the former predominated in a ratio of about 91: 9; this was shown by treatment of the mixture with benzophenone and nmr analysis of the resulting carbinolamines. The 8 derivative was isolated in 58 yield, suggesting a useful new route for the synthesis of peri compounds. ...

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