Hydrogen Bromide → 8-methyl-6-[4-hydroxylphenyl]-2-(1H)-quinolone

Participants

Reaction Steps

A mixture of 2-methoxy-8-methyl-6-[4-methoxyphenyl]quinoline (4.82 g) and 48% aqueous HBr (100 cm3) was heated under reflux for 6 hours. The cooled mixture was diluted with water (200 cm3), the solid filtered off, and dissolved in chloroform:methanol, 4:1 (500 cm3). The organic phase was washed with water (2×25 cm3), dried (MgS04) and evaporated in vacuo to give a solid which was recrystallised from propan-2-ol to afford the title compound, m.p. 270°-274°, (2.5 g).

Provenance & Evidence