Ammonium Chloride → 2-(2,4-Difluorobenzoyl)cyclopropanecarbonitrile

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Reaction Steps

Under argon, a few drops of dibromoethane and then 5.00 g (25.9 mmol) of 2,4-difluorobromobenzene, dissolved in 50 ml of diethyl ether, were added to 661 mg (27.2 mmol) of magnesium in 100 ml of dry diethyl ether. The mixture was heated under reflux for 2 h. After cooling, the supernatant reaction solution was added dropwise under argon to a solution of 3.63 g (23.5 mmol) of the compound from Example 73A in 80 ml of THF, and the mixture was stirred at RT overnight. The reaction solution was then added to saturated aqueous ammonium chloride solution and extracted with dichloromethane. The organic phase was dried over magnesium sulfate, filtered and concentrated. Purification of the residue by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate gradient) resulted in 2.15 g (44% of theory) of the title compound.

Provenance & Evidence