Toluene → 5-(3,4,5-Trimethoxyphenyl)thiophene-2-carboaldehyde

Participants

Reaction Conditions

Reaction Steps

3,4,5-Trimethoxyphenylboronic acid (848 mg) and 5-chlorothiophene-2-carboaldehyde (764 mg) were suspended in a mixed solvent of toluene (20 mL) and THF (15 mL), and to the suspension 2 M sodium carbonate (8 mL) was added. Tetrakis(triphenylphosphine)palladium(0) (231 mg) was added to the mixture under an argon atmosphere, and the mixture was stirred at 90° C. for 5 hours as it is. After allowing the reaction mixture to cool, ethyl acetate was added to the reaction mixture to separate an organic layer. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to obtain the title compound.

Provenance & Evidence