Sodium Carbonate → (5-Chloro-thiophen-2-yl)-benzaldehyde

Participants

Reaction Steps

4-Formylphenylboronic acid (1.37 g, 9.15 mmol), 2-bromo-5-chlorothiophene (1 mL, 9.15 mmol), 2M Na2CO3 (9 mL, 18.3 mmol) and Pd(PPh3)4 (0.53 mg, 0.46 mmol) in DME (30 mL) are heated to reflux for 4 h after which time the reaction mixture is concentrated in vacuo and taken up in EtOAc. The organic solution is washed with water (×2) then brine and dried over MgSO4, filtered and concentrated to dryness. The crude residue is purified by chromatography using 5% EtOAc/hexanes as the eluent to yield a yellow solid (1.8 g, 8.1 mmol) as the title compound. EI MS [M]+=222, 224, Cl pattern.

Provenance & Evidence