Aniline → 2-(6-methoxy-2-naphthyl)-1,5-diphenyl-1H-pyrrole

Participants

Reaction Steps

In a similar manner as described in step 1 of Example 8, the title compound was prepared from 1-(6-methoxy-2-naphthyl)-4-phenylbutane-1,4-dione (1.50 g, 4.71 mmol), prepared in step 3 of Example 1, and aniline (3.07 g, 33.0 mmol). Purification on silica gel (500 g, 200–300 mesh) using 0% to 50% methylene chloride in hexane as the eluent gave 2-(6-methoxy-2-naphthyl)-1,5-diphenyl-1H-pyrrole as an off-white solid (1.36 g, 77%), mp 199–200° C. Elemental Analysis for C27H21NO.0.11 CH2Cl2 Calc'd: C, 84.62; H, 5.56; N, 3.64. Found: C, 84.55; H, 5.67; N, 3.61.

Provenance & Evidence