5-(4-Bromophenyl)furfural

Chemical Properties

Uses

General Description

Synthesis

27329-70-0

589-87-7

20005-42-9

GENERAL STEPS: 1.00 mmol of p-bromoiodobenzene, 1.30 mmol of 5-formylfuran-2-boronic acid, and 0.05 mmol of bis(triphenylphosphine)palladium(II) dichloride were added to the reaction flask under argon protection. Subsequently, 0.30 mL of dimethoxyethane, 0.50 mL of ethanol, and 0.30 mL of 2M sodium carbonate aqueous solution were added. The reaction mixture was heated to 65 °C and the reaction was stirred for 1 hour or monitored by thin layer chromatography (TLC) until the feedstock completely disappeared. After completion of the reaction, the mixture was concentrated and extracted three times with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (9:1, v/v) as eluent.

References