Bulletin of the Chemical Society of Japan

The selective N-monoalkylation of amides with alkyl halides in the presence of alumina and KOH

K Sukata

Index: Sukata, Kazuaki Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 3 p. 838 - 843

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Citation Number: 26

Abstract

The effects of alumina impregnated with KOH (KOH/Al 2 O 3) and a mixture of alumina and powdered KOH (KOH+ Al 2 O 3) have been examined using the alkylation of benzamide under various conditions. In each case, alkylation occurs exclusively in the pores of the alumina, the extent depending upon the alumina-pore size. For both yield and selectivity for N-monoalkylation, KOH+ Al 2 O 3 is superior to KOH/Al 2 O 3. Dioxane is the best of the ...

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