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. 2011 Oct 1;88(10):1439-1441.
doi: 10.1021/ed100983x.

Microwave-Assisted Synthesis of N-Phenylsuccinimide

Thomas A Shell  1 , Jennifer R Shell, Kathleen A Poole, Thomas F Guetzloff
Affiliations

Microwave-Assisted Synthesis of N-Phenylsuccinimide

Thomas A Shell et al. J Chem Educ. .

Abstract

A microwave-assisted synthesis of N-phenylsuccinimide has been developed for the second-semester organic teaching laboratory. Utilizing this procedure, N-phenylsuccinimide can be synthesized by heating a mixture of aniline and succinic anhydride in a domestic microwave oven for four minutes in moderate yields (40-60%). This technique reduces the reaction time as compared to the traditional synthesis by several hours, which allows the preparation to be achieved in a single organic chemistry laboratory period. This reaction is performed in the absence of solvent, is energy efficient, and is atom economical; therefore, it represents a "greener" preparation than the traditional synthesis of N-phenylsuccinimide.

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Figures

Scheme 1
Scheme 1
MAOS of N-Phenylsuccinimide
Scheme 2
Scheme 2
Reaction Steps for the Formation of N-Phenylsuccinimide
See this image and copyright information in PMC

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