Sodium Carbonate → (1,1'-Biphenyl)-4-carboxaldehyde

Participants

Reaction Steps

The bromoresin 1-Scheme 10 (1 g, 1 mmol) was swelled in toluene (10 mL) and ethanol (4 mL). To this was added 4-formylphenylboronic acid (450 mg, 3 mmol), aqueous sodium carbonate (2M, 3 mL, 6 mmol) and tetrakistriphenylphosphine palladium (200 mg). The reaction mixture was heated under Argon ("Ar") with stirring for 24 h., cooled and filtered through a sintered glass funnel. Washed the resin with methylene chloride, methanol, methanol-water (1:1), methanol, methylene chloride and finally with methanol. Dried in vacuo to give colorless 4-formylbiphenyl resin 2-Scheme 10. IR (KBr) 1701 cm-1 (CHO).

Provenance & Evidence