(4-Bromophenyl)boronic acid → HCID 66726624, compound

Participants

Reaction Steps

To a stirred solution of 2-(1-admantanyl)-4-iodo-1-methoxybenzene (0.19 g; 0.5 mmol) and 4-bromophenylboronic acid (0.1 g, 0.47 mmol) in 1,4-dioxane (10 ml) Pd(PPh3)4 (0.04 g) was added at 80° C., followed by the addition of the solution of NaHCO3 (0.2 g) in H2O (2 ml). The mixture was stirred at reflux for 2 h and the solvents were evaporated. The residue was diluted to 100 ml with EtOAc and washed with H2O. The organic layer was separated, dried over MgSO4, filtered and the filtrate was evaporated to dryness to give The residue was purified by FCC (SiO2) to give the title product (0.08 g; 39%), as creamy gum. 1H-NMR (CDCl3) 1.77 (s, 6H); 2.07 (s, 3H); 2.12 (s, 6H); 3.86 (s, 3H); 6.92 (d, 1H, J=8.39 Hz); 7.34 (dd, 1H, J=2.42, 8.42 Hz), 7.38-7.42 (m, 3H); 7.50 (d, 2H, J=8.57 Hz).

Provenance & Evidence