Hydrochloric Acid → HCID 57588589, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(3-bromo-phenyl)-dibenzofuran (0.62 mmol), 4-hydroxyphenyl boronic acid (0.62 mmol), and Pd(PPh3)4, (0.05 mmol) in 2 mL of toluene and 1 mL ethanol was heated to obtain a clear solution, then Na2CO3 (1.9 mmol) in 2 mL water was added. The reaction mixture refluxed for 5 h at 80° C. The mixture was cooled to room temperature and the aqueous layer was acidified with 2N HCl. The entire reaction mixture was diluted with 25 mL ethyl acetate. The organic layer was washed with 2×30 mL portions of water, 2×30 mL portions of sat. aq. NaCl, and dried (MgSO4). After the solution was concentrated, the residue was purified by column chromatography (eluted with 5-10% EtOAc-Heptane) to afford 3′-Dibenzofuran-4-yl-biphenyl-4-ol.

Provenance & Evidence