2-(4-Nitrobenzoyl)-1-(2-trimethylsilylethoxymethyl)pyrrole → HCID 22624249, compound

Participants

Reaction Steps

Iron powder (0.52 g) was added in three portions to a stirred solution of 2-(4-nitrobenzoyl)-1-(2-trimethylsilylethoxymethyl)pyrrole (0.59 g. 1.7 mM) in acetic acid at 65° C. Heating was continued for 2 hours and solvent was evaporated and the residue partitioned between EtOAc and water. The organic layer was washed with water, dried (Mg SO4) and evaporated, to give 2-(4-aminobenzoyl)-1-(2-trimethylsilylethoxymethyl)pyrrole as an oil (0.5 g). MS: 317 (MH+). NMR: −0.18 (9H, s); 0.74 (2H, t) 3.38 (2H, t); 5.64 (2H, s); 5.95 (2H, s); 6.16 (1H, m); 6.59 (2H, d) 6.6 (1H, m); 7.3 (1H, m); 7.57 (2H, d).

Provenance & Evidence