Dichloromethane → HCID 22148544, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-bromo-4-fluorobenzaldehyde (2.0 g, 9.85 mmol) and 2-chlorophenylboronic acid (2.0 g, 12.1 mmol) in ethylene glycol dimethyl ether (20 mL) is added 2N sodium carbonate (19.7 mL) followed by tetrakis(triphenylphosphine) palladium (0) (573 mg, 0.50 mmol). The reaction is subsequently stirred at 80° C. for 4 hours under an argon atmosphere. Once complete, the reaction mixture is poured into CH2Cl2 and water is added. The organic layer is separated, dried over sodium sulfate and concentrated to provide a crude oil. The crude product is purified by column chromatography (10% ethyl acetate in hexanes) to afford 1.25 g of 3-(2-chlorophenyl)-4-fluorobenzaldehyde.

Provenance & Evidence