Boron Trichloride → 2-(3-Methyl-6-formyl-2-carboxy-5-hydroxy-phenoxy)-3,5-dihydroxy-4-methyl-benzoic acid methyl ester

Participants

Reaction Steps

A solution of boron trichloride (3 mmol) in dichloromethane (0.4 ml) was added dropwise to a stirred solution of 2-(3-methyl-6-formyl-2-carboxy-5-methoxy-phenoxy)-3,5-dimethoxy-4-methyl-benzoic acid methyl ester (1 mmol) in dichloromethane (3 ml) under ice bath. The mixture was stirred under ice bath for 20 min and then at room temperature for 2 h. Upon completion, the mixture was poured into ice water and extracted with dichloromethane, and the residue was purified by column chromatography to afford 2-(3-methyl-6-formyl-2-carboxy-5-hydroxy-phenoxy)-3,5-dihydroxy-4-methyl-benzoic acid methyl ester (87%).

Provenance & Evidence