Benzofuran → HCID 10680421, compound

Participants

Reaction Steps

Ethyl glyoxylate 50% in toluene (3.72 mL, 18.6 mmol) was added to a solution of benzofuran (2.0 g, 16.9 mmol) and ethyl ytterbium (III) triflate (0.53 g, 0.8 mmol) in dichloromethane (15 mL). The reaction mixture was stirred at room temperature for 48 hours with two additions of an equivalent of ethyl glyoxylate 50% in toluene each day. The reaction mixture was concentrated in vacuo. The residue was purified by flash chromatography (cyclohexane/ethyl acetate 95/05 to 80/20) to provide the desired hydroxyl-ester (20a) (1.15 g, 5.2 mmol, 31%).

Provenance & Evidence