Sodium hydride → (5S)-5-Phenyl-3-morpholinone

Participants

Reaction Steps

To a solution of (S)-2-chloro-N-(2-hydroxy-1-phenylethyl)acetamide (600 mg, 2.8 mmol) in anhydrous THF solution at 0° C. was added NaH mineral oil suspension (247 mg, 6.18 mmol). The resulting mixture was stirred overnight at room temperature. The reaction mixture was concentrated to dryness, and the residue was partitioned between CH2Cl2/brine/H2O (20 mL/18 mL/2 mL). CH2Cl2 layer was dried over anhydrous Na2SO4, filtered off, concentrated in vacuo. The crude product, (S)-5-phenylmorpholin-3-one, was obtained as a white solid (498 mg, 97%). The crude product was used directly in next step without further purification. LCMS (m/z): 178.2 (MH+), 0.47 min.

Provenance & Evidence