5'-BROMO-2'-HYDROXY-3'-NITROACETOPHENONE synthesis

Yield: 73%

Reaction Conditions:

with nitric acid in tetrachloromethane

Steps:

1 1I 5-Bromo-2-hydroxy-3-nitroacetophenone
1I 5-Bromo-2-hydroxy-3-nitroacetophenone A solution of 5-bromo-2-hydroxyacetophenone (23.7 g, 0.110 mol) in carbon tetrachloride (90 ml) was added with concentrated nitric acid (17.2 ml). The mixture was left under stirring at 75° C. for 50 minutes, then left to cool at room temperature. The precipitated solid was recovered by filtration washing with cold carbon tetrachloride. After drying under vacuum, 20.9 g of the title product were obtained as a light yellow solid (73% yield). ¹ H N.M.R. (300 MHz, CDCl₃) δ ppm: 2.73 (s, 3H); 8.14 (d, 1H); 8.31 (d, 1H); 12.92 (s, 1H).

References:

Laboratorios Menarini S.A. US5990142, 1999, A