Water → HCID 131727523, compound

Participants

Reaction Steps

To a solution of Boc-Phe(4-F)-OH (1.0 g, 3.53 mmol) in THF/DMF (6 ml/1.5 ml), ethyl iodide (2.24 ml, 20.8 mmol) and 60% sodium hydride (422 mg, 10.6 mmol) were added under cooling with ice and stirred at room temperature for 19 hours. The reaction mixture was mixed with water slowly and then with a saturated aqueous NH4Cl solution and extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The thus obtained residue was subjected to silica gel column chromatography (n-hexane:ethyl acetate:methylene chloride=1:1:15), giving Boc-N-Et-Phe(4-F)-OH (P10) (593 mg, 54%).

Provenance & Evidence