Potassium Carbonate → 2-[4-(Ethyl-3-oxobutyl)-2-fluoro-phenyl]propionic acid

Participants

Reaction Steps

To a suspension of anhydrous potassium carbonate (0.86 g, 6.2 mmol) in acetone (40 mL), ethyl 2-ethylacetoacetate (0.56 mL, 3.45 mmol) was added under stirring. After stirring for 15 minutes at room temperature, compound (20) (0.95 g, 3.45 mmol) was added, and the reaction mixture was refluxed for 12 hours. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was treated with dichloromethane (50 mL). The organic layer was washed with a sodium bicarbonate solution and saline, and the solvent was distilled off. The obtained residue was subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (7:2) solution followed by conventional decarboxylation and hydrolysis to give 0.55 g (45%) of compound (23) of interest as clear colorless oil.

Provenance & Evidence