Acetoin → HCID 66706166, compound

Participants

Reaction Steps

The dichloromethane (150 mL) solution of furan-2-carboxylic acid (11.2 g, 100 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride salt (28.8 g, 150 mmol), N,N-dimethylaminopyridine (1.2 g, 10 mmol), and acetoin (9.69 g, 110 mmol) was stirred at room temperature for 5 hrs. The reaction mixture was added water and extracted with chloroform. The organic layer was combined, washed with water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The resulting residues were subjected to silica gel column chromatography (hexane/ethyl acetate) to obtain 3-oxobutan-2-yl furan-2-carboxylic acid (18.2 g, 100%) as a yellow oil.

Provenance & Evidence