Schotten–Baumann benzoylation of 2,4,4-trimethyl-1-pyrroline-1-oxide: a re-investigation
Abstract
The Schotten–Baumann benzoylation of 2,4,4-trimethyl-1-pyrroline 1-oxide (I) gives 5-benzamido-3-benzoyloxy-4,4-dimethylpentan-2-one (IIIa) and not 5-benzamido-1-benzoyloxy-4,4-dimethylpentan-2-one (IIa) as suggested previously. A proof of structure and the probable mechanism are presented.