GENERAL STEPS: Ethyl (4-bromophenyl)acetate (100 g, 411 mmol), bis(pinacolato)diboron (125.4 g, 493.7 mmol), and potassium acetate (125.4 g, 493.7 mmol) were added to a 2L round bottom flask. 1,4-dioxane (1 L) was added and stirred under nitrogen protection for 15 min. Subsequently, [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane complex (3.36 g, 4.11 mmol) was added, and the reaction mixture was heated in an oil bath at 100 °C for 2 hours. The reaction process was monitored by analytical HPLC. After completion of the reaction, 1,4-dioxane was removed by concentration under reduced pressure and the residue was dissolved in ethyl acetate. The solution was filtered through a silica gel column (6 x 4 in.) and ethyl acetate (1.5 L) was used as eluent to afford ethyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate (117 g, 98% yield).1H NMR (400 MHz, DMSO) δ ppm: 7.63 (d, 2H, J=8 Hz). 7.27 (d, 2H, J=8Hz), 4.07 (q, 2H, J=7Hz), 3.68 (s, 2H), 1.28 (s, 12H), 1.16 (t, 3H, J=7Hz).
