Sodium Carbonate → HCID 22138030, compound

Participants

Reaction Steps

Under an atmosphere of argon, 1-(2,2-diphenylvinyl)-3,5-dibromo-benzene (8.3 g, 20 mmole), 1-naphthaleneboronic acid (3.4 g, 20 mmole) and tetrakis(triphenylphosphine)palladium(0) (0.46 g, 0.4 mmole, 2% Pd) were dissolved into toluene (50 ml). To the obtained solution, a 2 M aqueous solution of sodium carbonate (30 ml, 60 mmole, 3 eq) was added. The resultant solution was heated under refluxing for 10 hours and left standing for one night. The formed organic layer was separated, washed with a saturated aqueous solution of sodium chloride (50 ml) and dried with anhydrous magnesium sulfate. Then, the solvent was removed by distillation and a yellow oil was obtained. The obtained oil was purified by the column chromatography (silica gel/hexane, hexane+3% dichloro-methane and hexane+10% dichloromethane, successively) and a white glass solid (5.5 g, 60%) was obtained.

Provenance & Evidence