Hydrogen Bromide → 4-(2-Fluoro-4-nitrophenoxy)-7-hydroxy-6-methoxyquinoline

Participants

Reaction Steps

A mixture of 7-(benzyloxy)-4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinoline (2.20 g, 5.24 mmol) and HBr in HOAc (3 mL of 33% solution) was allowed to stay at rt for 4 h. Ether (35 mL) was added to the reaction mixture, stirred for 20 minutes, and the solid was filtered and dried to obtain the product (2.15 g, 100%) as a beige-colored HBr salt solid. 1H NMR (CD3OD) δ 8.69 (d, 1H, J=6.6 Hz), 8.41 (dd, 1H, J=9.9, 2.8 Hz), 8.33 (dd, 1H, J=8.8, 1.7 Hz), 7.84 (m, 2H), 7.43 (s, 1H), 7.05 (d, 1H, J=6.1 Hz), 4.13 (s, 3H).

Provenance & Evidence