HCID 13577664, compound → HCID 13577670, compound

Participants

Reaction Steps

A mixture of 5.3 g (0.016 mole) of 2-amino-3-[(4-bromophenyl)hydroxymethyl]benzeneethanol, 7.1 g (0.08 mole) of manganese dioxide and 250 ml of benzene was heated at reflux for 20 hr. utilizing a Dean-Stark trap for water removal. The mixture was filtered through celite and the filtrate was concentrated under reduced pressure to give 4.8 g of brown gum as residue. The residue was purified by column chromatography on 100 g of silica gel and the product was eluted with 15% ethyl acetate in benzene. The fractions containing the title compound were combined and concentrated under reduced pressure to give a solid residue. The solid was recrystallized from cyclohexane benzene to give 1.6 g (30%) of the titled compound as orange flakes,

Provenance & Evidence