Phosphorus oxychloride → 1-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

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Reaction Steps

1-(2-methylphenyl)-4-oxo-6-methyl-4,5-dihydro pyrrolo[3,2-c]quinoline (1.16 g, 4.0 mmol) was dissolved in 10 ml of phosphoryl chloride (POCl3) and heated for 2 hours. The reaction mixture was stirred at room temperature for 30 minutes after cooling and addition of ice water. The reaction mixture was extracted with methylene chloride (20 ml×3). After washing with water (15 ml×3), the organic layer was dried by anhydrous magnesium sulfate and filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 1.12 g of desired compound as an oil in 91% of yield.

Provenance & Evidence