Triethylamine → HCID 28347086, compound

Participants

Reaction Steps

To a solution of 4-aminobutan-2-one hydrochloride (2.95 g, 24 mmol) in N,N-dimethylacetamide (50 mL) was slowly added (4-fluorophenyl)acetylchloride (4.90 g, 29 mmol) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. Triethylamine (4.80 g, 48 mmol) was added to the mixture, and the mixture was stirred at room temperature for 17 hr. Ethyl acetate/tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the mixture, and the aqueous layer was extracted with ethyl acetate/tetrahydrofuran (×3). The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=50/50→100/0) to give the title compound (2.10 g, 39%) as a white solid.

Provenance & Evidence