Trichloroacetyl chloride → 2-(Trichloroacetyl)pyrrole

Participants

Reaction Steps

Trichloroacetyl chloride (45 g, 247 mmol) was dissolved in 100 mL of ether followed by dropwise addition of a solution of 1H-Pyrrole (15.4 g, 230 mmol) in 100 mL of ether and 200 mL of aqueous potassium carbonate (20 g, 145 mmol). Upon completion of the addition, the reaction mixture was stirred at room temperature for 1 hour. The reaction was monitored by TLC until the disappearance of the starting materials. The layers were separated and the organic layer was dried over anhydrous magnesium sulfate, filtered to remove the drying agent and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound 2,2,2-trichloro-1-(1H-pyrrol-2-yl)-ethanone 57b (38 g, yield 77.8%) as a white solid.

Provenance & Evidence