HCID 13772048, compound → HCID 13772049, compound

Participants

Reaction Steps

The 4-nitrobenzaldehyde from Procedure 3 (82.0 g, 243 mM) in glacial acetic acid (323 ml) and H2O (332 ml) at 90°-95° C. was treated with iron powder (103 g, 40 mesh) added in 10-12 portions during 3/4 hour with vigorous stirring. When addition was complete the suspension was heated at 90°-95° C. for 3 hours. The reaction mixture was cooled and H2O (380 ml) added. The mixture is then filtered and the dark brown solid washed with EtOAc. Removal of solvent afforded 50 g of crude product. Crystallization from EtOAc and treatment with charcoal afford a yellow solid, 50 g (67%), mp 280°-282° C. dec.

Provenance & Evidence