Sodium Carbonate → 6,6'-Bis(2-hydroxy-3-ethoxyphenyl)-2,2'-bipyridine

Participants

Reaction Steps

6,6′-Bis(2-hydroxy-3-ethoxyphenyl)-2,2′-bipyridine was prepared by reaction of 2-hydroxy-3-ethoxyphenylboronic acid (836 mg, 4.60 mmol) with 6,6-dibromo-2,2′-bipyridyl (722 mg, 2.30 mmol), sodium carbonate (2N solution, 6 ml) and tetrakis(triphenylphosphine) palladium (40 mg) in ethylene glycol dimethyl ether (30 ml) at reflux under nitrogen for 4 hours. The solid was filtered from the cooled reaction and washed with ether and water and toluene, to give the desired product as a yellow solid (446 mg, 48%);δH [2H6]-DMSO 8.33,(2H, d), 8.23,(2H, t), 8.14,(2H, d), 7.68,(2H, d), 7.05,(2H, d), 6.88,(2H, t), 4.06,(4H, q), 1.35,(6H, t).

Provenance & Evidence