An alternative workup for this procedure involves Ing- Manske hydrolysis instead of base catalyzed cleavage and the final step includes a nucleophilic acyl substitution.
For the case of 1,3-dienes, homogenous palladium can be used in conjunction with the primary catalyst in this reaction to produce N-substituted imides. An alternative workup for this procedure involves Ing- Manske hydrolysis instead of base catalyzed cleavage and the final step includes a nucleophilic acyl substitution. It begins when potassium hydroxide deprotonates the imide proton of a phthalimide to produce a nucleophile that undergoes an SN2 reaction with an alkyl halide. The resulting N-alkyl phthalimide can be cleaved using hydrazine to produce a dicarboxylic acid. For 10 points, what is this organic reaction used to synthesis primary amines from alkyl halides?
For the case of 1,3-dienes, homogenous palladium can be used in conjunction with the primary catalyst in this reaction to produce N-substituted imides.
{Gabriel} synthesis