2-FLUORO-3-NITROBENZOIC ACID synthesis
- Product Name:2-FLUORO-3-NITROBENZOIC ACID
- CAS Number:317-46-4
- Molecular formula:C7H4FNO4
- Molecular Weight:185.11
with chromium(VI) oxide;sulfuric acid;acetic acid in water at 95; for 2 h;Inert atmosphere;
Concentrated sulfuric acid (195 ml_) was added carefully with stirring to a solution of 2-fluoro-3-nitrotoluene (100 g, 645 mmol) in acetic acid (1000 ml_). The mixture was warmed up to 95 °C and a solution of chromium trioxide (226 g, 2.25 mol) in water (200 ml) was added dropwise with stirring over 2h. After addition the mixture was heated with stirring for another 3h, allowed to cool down to room temperature and poured into water (3 L). The mixture was extracted with ethyl acetate (3 x 1 L), the combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford a light green solid, which was washed with dichloromethane (3 x 300 ml_) and dried under vacuum to afford the title compound as a light yellow solid in the amount of 75 g (62.8% yield). 1 H NMR(300MHz, DMSO) δ ppm 8.27 (m, 1 H), 8.15 (m, 1 H), 7.48 (m, 1 H).
GLAXOSMITHKLINE LLC;ADAMS, Jerry, Leroy;FAITG, Thomas;KASPAREC, Jiri;PENG, Xin;RALPH, Jeffrey;RHEAULT, Tara Renae;WATERSON, Alex Gregory WO2011/59610, 2011, A1 Location in patent:Page/Page column 87-88