Potassium Iodide → HCID 66901532, compound

Participants

Reaction Steps

A solution of 3.10 g (45.0 mmol) of sodium nitrite in 20 ml of H2O was added to a suspension of 11.50 g (40.90 mmol) of 3-methoxy-5-methyl-3′-trifluoromethyl-biphenyl-4-ylamine in 35.0 ml of HCl (25%) and 190 ml of H2O at 2° C.; after 30 min, the light-brown solution formed was added at 0° C. to a solution of 6.95 g (433.4 mmol) of potassium iodide in 40 ml of H2O and the reaction mixture was warmed up to RT. 4 hours later, it was poured then into crashed ice and extracted twice with EtOAc; the organic phases were washed with sodium bicarbonate solution and with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (heptane/EtOAc 1:0 to 4:1) to give 7.79 g (49%) of the title compound as yellow oil. MS: 392.0 (M+).

Provenance & Evidence