Benzenepropanoyl chloride → HCID 86640029, compound

Participants

Reaction Steps

To a solution of diethyl[(2-amino-3-pyridyl)methyl]phosphonate (9.65 g, 39.51 mmol) in pyridine (60 mL) was added 3-phenylpropionyl chloride (7.00 mL, 47.41 mmol) under ice-cooling, and the resulting mixture was stirred at room temperature for 20 hrs. The reaction mixture was concentrated under reduced pressure, a saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-0/1, ethyl acetate/hexane=9/1) to give the title compound (13.56 g, yield 91%) as a brown oil.

Provenance & Evidence