The electrophilic amination of phenyllithium and phenyl Grignard reagents with O-methylhydroxylamine (I) has been reinvestigated. The effects of the solvent, the reaction temperature and the PhLi / I stoichiometry on the amination yield have been discussed and a mechanism involving the formation of mono-and dilithio deriva- tives of I as intermadiates, has been proposed. The conditions for the amination of an organolithium or Grignard reagent are optimized to be as follows: An ethereal solution of I is added in a 3:1 organolithium / I mole ratio to an ethereal solution of organo lithum at -15°. The use of O-mesitylenesulfonlhyroxlamine as an amino transfer reagent and the examination of organocopper reagents to aminate with I are found to decrease the amination yield. This survey has revealed that I remains as a convenient reagent for the amination of organolithium and Grignard reagent
Primary Language | English |
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Subjects | Chemical Engineering |
Journal Section | Research Article |
Authors | |
Publication Date | January 1, 1980 |
Published in Issue | Year 1980 Volume: 26 |
Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering
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