Synthesis and NMR Analysis of N-Methyl-2-(4′-bromophenyl)morpholine: An Advanced Undergraduate Laboratory Experiment

Abstract

Nuclear magnetic resonance spectroscopy holds a premier position as a tool for structure elucidation in organic chemistry. With the increased availability of high-field Fourier-transform spectrometers in undergraduate laboratories, there is an increased need for good instructional experiments. We describe a reliable one-step synthesis of a moderately complex structure, and a straightforward ¹H NMR spectral assignment problem that illustrates the use of coupling constants for the determination of positional relationships, geminal coupling, and correlation spectroscopy (COSY) for the identification of coupled signals [1].