Aniline → 2-{3-[3-(4-n-Butoxyphenyl)-3-oxopropanamido]-4-chlorophenylcarboxy}ethyl 3,5-di-t-butyl-4-hydroxybenzoate

Participants

Reaction Steps

A solution of the aniline from (c) (19.8 g, 44.2 mmole) and the β-ketoester from (e) (13.0 g, 44.2 mmole) in xylene (160 ml) were heated under reflux, using a Dean & Stark apparatus, for 5 hours. Over the final hour, the volume of the mixture was reduced to 75 ml by distillation. 60-80 petroleum ether (300 ml) was added with cooling and the solid collected by filtration. The product was isolated as a brown solid (24.2 g, 82%). m.p. 94-96%.

Provenance & Evidence