1-{3-[(R)-1-(4-Chloro-3-methyl-phenyl)-propylamino]-phenyl}-ethanol → 1-{3-[(R)-1-(4-Chloro-3-methyl-phenyl)-propylamino]-phenyl}-ethanone

Participants

Reaction Steps

To a solution of INT 10 (446 mg, 1.47 mmol) in CH2Cl2 was added DMP (747 mg, 1.76 mmol). The reaction mixture was stirred at room temperature for 1 hour. The mixture was quenched with saturated aqueous NaHCO3/saturated aqueous Na2S2O3 5/1 and diluted with CH2Cl2. The mixture was stirred vigorously until the organic layer was clear. The organic layer was washed with saturated aqueous NaHCO3 and brine, dried over MgSO4, filtered and concentrated. The residue was purified by chromatography on silica gel (heptane/CH2Cl2) to afford INT 11.

Provenance & Evidence