Ammonium Acetate → 2-(6-methoxy-2-naphthyl)-5-phenyl-1H-pyrrole

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(6-methoxy-2-naphthyl)-4-phenylbutane-1,4-dione (1.00 g, 3.14 mmol), prepared in the previous step, ammonium acetate (12.1 g, 157 mmol) and acetic acid (100 mL) was heated to 100° C. under a nitrogen atmosphere for three hours. The mixture was cooled to ambient temperature, and the precipitate was isolated by filtration to give 2-(6-methoxy-2-naphthyl)-5-phenyl-1H-pyrrole as a white solid (0.86 g, 91%), mp 208.5–209.5° C. Elemental Analysis for C21H17NO Calc'd: C, 84.25; H, 5.72; N, 4.68. Found: C, 84.25; H, 5.77; N, 4.56.

Provenance & Evidence