Hydrochloric Acid → 1-(5-Acetyl-1H-pyrrol-3-yl)-2,2,2-trichloro-ethanone

Participants

Reaction Steps

To a solution of 1-(1H-Pyrrol-2-yl)-ethanone (0.980 g, 8.98 mmol) in dichloromethane (10 mL), anhydrous aluminum trichloride (3.05 g, 22.9 mmol) were added and the suspension was vigorously stirred for 15 minutes. Trichloro-acetyl chloride (1.53 mL, 13.74 mmol) in 7 mL of dichloromethane was slowly added and the mixture was then refluxed for 3 hours. The reaction mixture was cooled and poured into an iced solution of 75 mL of HCl 2N and vigorously stirred for 2 hours. Organic layer was separated and then washed with a saturated solution of NaHCO3 (2×100 mL) and water (80 mL), dried over sodium sulfate, filtered, and concentered in vacuo to give 1.061 g of (46%) of the title compound as a pale brown solid.

Provenance & Evidence