Acrolein → HCID 86672787, compound

Participants

Reaction Conditions

Reaction Steps

Acrolein (180 μl, 2.71 mmol), tetrabutylammonium bromide (385 mg, 1.19 mmol), palladium acetate (5 mmol %) and potassium carbonate (450 mg, 3.26 mmol) were added to a solution of methyl 3-iodobenzoate (300 mg, 1.08 mmol) in DMF (6.0 ml), and the mixture was heated with stirring at 80° C. for two hours. The reaction mixture was cooled to room temperature and then diluted with ethyl acetate, and the organic layer was washed with water and saturated brine. The organic layer was concentrated under reduced pressure, and the resulting residue was then purified by silica gel column chromatography (hexane:ethyl acetate=8:1) to give ethyl 3-(3-oxoprop-1-en-1-yl)benzoate as a white solid (280 mg, 96%).

Provenance & Evidence