[Synthesis]
General procedure for the synthesis of 6-bromo-1H-indol-3-yl acetate from glacial acetic acid and compound (CAS:372077-73-1): silver acetate (341 mg, 2.04 mmol) was added to a solution of glacial acetic acid (8 mL) of monomer 2. After stirring the reaction mixture at 90°C for 3 h, it was cooled to room temperature and filtered. The filtrate was concentrated by evaporation under reduced pressure. The residue was purified by silica gel column chromatography using dichloromethane as eluent to afford the target product 6-bromo-1H-indol-3-yl acetate (yield: 254 mg, yield: 63.0%). The structure of the product was confirmed by 1H NMR (CDCl3, 600 MHz) and 13C NMR (CDCl3, 600 MHz) as follows: 1H NMR (CDCl3, 600 MHz): δ 7.97 (s, 1H), 7.69 (d, 1H), 7.33 (d, 1H), 7.29 (m, 1H), 7.17 (m, 1H) , 2.36 (s, 9H); 13C NMR (CDCl3, 600 MHz): δ 168.65, 131.70, 129.82, 125.78, 121.61, 120.14, 114.64, 113.17, 112.90, 20.93. |