Potassium Iodide → 4-Iodo-3-(trifluoromethyl)benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a 0° C. suspension of 4-Amino-3-trifluoromethyl benzoic acid (1.8 g, 8.8 mmol) in conc. HCl (30.0 mL) is added a solution of sodium nitrite (0.76 g, 11.0 mmol) in water (15 mL) dropwise. The mixture is stirred at 0-10° C. for 30 min. A solution of potassium iodide (14.6 g, 88 mmol) in water (25 mL) is added dropwise. The mixture is stirred at room temperature for 1.0 h. The reaction mixture is extracted with EtOAc (80 mL), washed with brine (80 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to a residue. The residue is purified by flash chromatography to afford the title compound as solid (2.4 g, 86%). LC-ES/MS: 339.3 (M+23), 315.0 (M−1).

Provenance & Evidence