Sodium Hydroxide → (E)-3-[3-(4-Fluorophenyl)-5-isopropyl-1-methyl-2-phenyl-pyrrol-4-yl]prop-2-enal

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Reaction Steps

1.64 m((18 mmol) of phosphorus oxychloride are taken in 10 ml of anhydrous acetonitrile. Under argon, a solution of 1.85 g (16.8 mmol) of 90% strength dimethylaminoacrolein in 7 ml of acetonitrile is first added dropwise at -10° C. to 0° C., and a solution of 1.76 g (6 mmol) of 3-(4-fluorophenyl)-5-isopropyl-1-methyl-2-phenyl-pyrrole (Example 3) in 7 ml of acetonitrile is then added at -5° C. to 0° C. The mixture is heated under reflux overnight. It is now added to a suspension of 4.4 g of sodium hydroxide in 65 ml of water and 65 ml of toluene at 10° C. such that the temperature does not rise above 25° C. After the mixture has been stirred at room temperature for 1.5 hours, it is filtered over kieselguhr and the phases are separated.

Provenance & Evidence