Synthesis of 1-{6-(2-methylbenzoyl)-N-ethylcarbazole-3-yl}-ethane-1-one oxime O-acetate

摘要

1-{6-(2-Methylbenzoyl)-N-ethylcarbazole-3-yl}-ethane-1-one oxime O-acetate, an excellent two-photon carbazole photoinitiator, was synthesized with moderate yield (76.9%) starting from the successive o-methyl benzoylation and acetylation of N-ethylcarbazole, followed by oximation and esterification in the article. The structure was confirmed by 1H-NMR, 13C-NMR, and IR. The by-product acetic acid in the neutralization of hydroxylamine hydrochloride is effectively utilized in esterification with the aid of the one-pot process. In particular, the phase transfer technique is applied to overcome the deficiency of low reaction rate caused by heterogeneous reaction conditions in esterification.