Nitric Acid → 7-Bromo-4-hydroxy-3-nitrocoumarin

Participants

Reaction Steps

Fuming nitric acid (27 ml) was added to a stirred suspension of 7-bromo-4-hydroxycoumarin (m.p. 247.5°-248.5°; 4.18g) in chloroform (400 ml) at room temperature over 1.5 hours. After a further 1.5 hours, the solvent was removed in vacuo at room temperature and 6N hydrochloric acid (100 ml) added to the residue. Filtration gave the product, m.p. 155°-7°, (C9H4NO5Br requires C, 37.79; H, 1.41; N. 4.90; Br, 27.94. Found: C, 37.46; H, 1.45; N, 4.78; Br, 27.93).

Provenance & Evidence