Hydrochloric Acid → HCID 59385318, compound

Participants

Reaction Steps

Iron powder (0.99 g, 17.7 mmol) was added to a solution of methyl 3-chloro-4′-nitrobiphenyl-4-carboxylate (0.64 g, 1.8 mmol) in ethanol (15 mL). Concentrated HCl (0.88 mL, 1.8 mmol) was added, and the mixture was heated at reflux for 3 h. Upon cooling to rt, the mixture was filtered through a pad of Celite®, and the filtrate was concentrated in vacuo. The material was purified by column chromatography (33% EtOAc in hexanes), yielding 0.453 g (98%) of the title compound. LC/MS m/z 262.4 (Mob; retention time 2.39 min. 1H NMR (400 MHz, CD2Cl2) δ 3.99 (s, 3H), 6.78 (d, 2H), 7.41-7.46 (m, 3H), 7.62 (s, 1H), 7.88 (d, 1H).

Provenance & Evidence