Acetyl chloride → 1-(3,3-Dimethyl-6-nitroindolin-1-yl)ethanone

Participants

Reaction Steps

To a stirred solution of 3,3-dimethyl-6-nitroindoline (450 mg, 2.3 mmol) in CH2Cl2 (15 mL) and Et3N (0.6 mL) at −10° C. was added acetyl chloride (180 μL, 2.5 mmol). The mixture was stirred at room temperature overnight, quenched by adding saturated aqueous sodium bicarbonate, and extracted with EtOAc. The organic layer was separated, washed with brine, dried (MgSO4), and evaporated. The residue was purified by flash chromatography over silica gel to give a light yellow solid (390 mg).

Provenance & Evidence