m-Chloroperbenzoic acid → 7-Chloro-6-fluoro-isoquinoline 2-oxide

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Reaction Steps

25 g (137.7 mmol) of 7-chloro-6-fluoro-isoquinoline (4) were dissolved in 500 ml of dichloromethane. At room temperature, 50.9 g (206.5 mmol) of m-chloro perbenzoic acid (70%) were added and the mixture was stirred at room temperature until complete conversion is achieved. For workup, the precipitate was filtered off and washed with dichloromethane. The filtrate was washed twice with sodium bicarbonate solution. The layers were separated and the aqueous phase was extracted twice with dichloromethane. The organic phases were dried with magnesium sulfate and evaporated. The so obtained solid material (18.4 g) was used without further purification. Rt=0.87 min (Method C). Detected mass: 198.1/200.1 (M+H+).

Provenance & Evidence