Citric Acid → HCID 21874666, compound

Participants

Reaction Steps

A solution of 3-hydroxy-4-nitrobenzoic acid (1.83 g, 10 mmol) in THF (10 mL) was treated with Et3N (3.4 mL, 24 mmol) and di-tert-butyl dicarbonate (2.40 mL, 11 μmol) and stirred at room temperature for 16 h. The reaction mixture was poured into 10% citric acid solution (20 mL), extracted with EtOAc (2×10 mL), dried (MgSO4) and concentrated in vacuo to give the title compound (2.36 g, 83%) as a cream solid; IR νmax (Nujol)/cm−1 2985, 1772, 1717 and 1592; NMR δH (400 MHz, DMSO) 13.85 (1H, s), 8.26 (1H, d, J 8.5 Hz), 8.04 (1H, dd, J 8.5, 2.0 Hz), 7.98 (1H, d, J 2.0 Hz) and 1.49 (9H, s).

Provenance & Evidence