Iodine → 6,7-Dichloro-4-formylquinoline

Beteiligte Stoffe

Reaktionsschritte

Trifluoroacetic acid (360 μL, 4.7 mmol), tert-butyl iodide (450 μL, 3.8 mmol), iodine (990 mg, 3.9 mmol) and iron(II) chloride tetrahydrate (170 mg, 0.85 mmol) were added sequentially to a solution of 6,7-dichloro-4-methylquinoline (Reference compound No. 1-2, 790 mg, 3.7 mmol) in dimethylsulfoxide (18 mL) at room temperature, and the mixture was stirred at 80° C. for 7 hours. Then saturated sodium thiosulfate aqueous solution (100 mL) was added, and then ethyl acetate (300 mL) and saturated aqueous sodium hydrogencarbonate solution (200 mL) were added thereto. The mixture was separated into the organic layer and the aqueous layer, and the organic layer was washed with saturated brine (100 mL), dried over anhydrous magnesium sulfate, The solvent was evaporated under reduced pressure to give 840 mg of the title reference compound as a brown solid (Yield: 99%).

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