Dimethylcarbamoyl Chloride → HCID 67163729, compound

Participants

Reaction Steps

To a solution of 1.30 g (6.4 mmol) of 4-(4-Fluoro-phenyl)-2-methyl-pyridine 1-oxide in 20 ml of methylene chloride was added dropwise 1.00 ml (8.0 mmol, 1.25 equiv.) of Trimethylsilyl cyanide. Then 0.73 ml (0.86 g, 8.0 mmol, 1.25 equiv.) of Dimethylcarbamoyl chloride was added dropwise over a period of 5 min. After stirring overnight at room temperature, 8 ml of saturated sodium carbonate solution were added. The aqueous phase was extracted twice with 15 ml of methylene chloride. The combined organic phases were washed with 20 ml of brine, dried over magnesium sulfate, and concentrated in vaccuo to yield 2.2 g of a beige solid which was purified by flash chromatography (ethyl acetate/hexane 1:4) to yield the title compound (0.75 g, 55%) as a crystalline white solid, MS (ISP): m/e=213.1 (M+H)+.

Provenance & Evidence