1. Synthesis of 5-bromo-2-hydroxy-3-nitroacetophenone
To a solution of 5-bromo-2-hydroxyacetophenone (23.7 g, 0.110 mol) in carbon tetrachloride (90 mL) was slowly added concentrated nitric acid (17.2 mL). The reaction mixture was stirred at 75 °C for 50 min and subsequently cooled to room temperature. The precipitated solid was collected by filtration and washed with cold carbon tetrachloride. After vacuum drying, 20.9 g of the target product 5-bromo-2-hydroxy-3-nitroacetophenone was obtained as a light yellow solid in 73% yield.
1H NMR (300 MHz, CDCl3) δ: 2.73 (s, 3H), 8.14 (d, 1H), 8.31 (d, 1H), 12.92 (s, 1H).
