1361227-58-8

2052-07-5

2041-19-2

1361227-58-8

The synthesis of the compound was carried out in two steps. Step 1: 2-Bromobiphenyl (1.05 eq., 4.0 g, 16.5 mmol) was dissolved in anhydrous ether (102 mL), and after the solution was cooled to -60 °C, n-butyllithium (n-BuLi, 1.16 eq.) was added slowly and dropwise. After maintaining this temperature for 10 minutes, a white precipitate was observed to be generated and the reaction mixture was subsequently warmed to room temperature to dissolve the precipitate. Next, 3-bromo-9H-fluoren-9-one was added and the reaction mixture was stirred at 45 °C overnight. After completion of the reaction, the reaction was quenched by adding 5% aqueous ammonium chloride solution (260 mL) and the organic phase was extracted with ether to give the alcohol intermediate (7.0 g). Step 2: The above alcohol intermediate was dissolved in acetic acid (141 mL) and hydrolyzed by adding 10% HCl/dioxane solution (78 mL, 10 mol%, 20 eq.). After evaporation to remove the solvent, the residual solid was purified by normal-phase fast chromatography to finally obtain 3-bromo-9,9'-spirobifluorene (5.86 g, 94% yield).