1-(2-Hydroxy4-prop-2-ynyloxy-phenyl)-propan-1-one → 1-(5-hydroxy-2H-chromen-6-yl)-propan-1-one

Participants

Reaction Steps

A mixture of 1-(2-hydroxy-4-prop-2-ynyloxy-phenyl)-propan-1-one (19.8 g, 97 mmol) and N,N-diethylaniline (100 mL) was heated to reflux for 3 h. The reaction mixture was concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 5→10% EtOAc in Hexane) and thereafter recrystallized from EtOAc/Hexane, to give 8.91 g (45%) of 1-(5-hydroxy-2H-chromen-6-yl)-propan-1-one.

Provenance & Evidence