反应详情

4-Hydroxy-3-methoxy-2-nitrobenzaldehyde (Step 2, 155 g, 786 mmol) was dissolved in DMF (1500 mL) and the stirred solution was treated with potassium carbonate (217 g, 1.57 mol) followed by benzyl bromide (161 g, 0.94 mol). After stirring for 16 h the reaction mixture was concentrated under reduced pressure and separated between water (2 L) and EtOAc (2 L). The organic layer was washed with brine (3×2 L), dried (sodium sulfate) and concentrated under reduced pressure. The resulting solids were triturated with Et2O (1 L) to give the title compound (220 g, 97%): 1H NMR (DMSO-d6) δ: 9.77 (1H, s), 7.87 (1H, d), 7.58 (1H, d), 7.51 (1H, m), 7.49 (1H, m), 7.39 (3H, m), 5.36 (2H, s), 3.05 (3H, s).

1. concentrationwas concentrated under reduced pressure
2. customseparated between water (2 L) and EtOAc (2 L)
3. washThe organic layer was washed with brine (3×2 L)
4. dry with materialdried (sodium sulfate)
5. concentrationconcentrated under reduced pressure
6. customThe resulting solids were triturated with Et2O (1 L)