The Journal of Organic Chemistry

Organic reactions in liquid hydrogen fluoride. I. Synthetic aspects of the Ritter reaction in hydrogen fluoride

JR Norell

Index: Norell,J.R. Journal of Organic Chemistry, 1970 , vol. 35, p. 1611 - 1618

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Citation Number: 14

Abstract

Liquid hydrogen fluoride effectively condenses an olefin and nitrile (Ritter reaction) to form N- substituted amides at ambient conditions. With linear monoolefins, Le., 1-octene and acetonitrile, three isomeric secondary amides are produced in yields of SO-SO% when 0- 10% water is present in the HF. Branched olefins, Le., 2-methyl-2-butene, which give tertiary carbonium ions, require 25-407, water in the reaction medium to obtain high yields of ...