Iodine → HCID 178491398, compound

Participants

Reaction Steps

In methylene chloride (60 ml)-methanol (660 ml) was dissolved 165 g (0.67 mol) of 4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (3d), followed by addition of 170 g of solid iodine. Then, an aqueous solution prepared by dissolving 27.3 g (0.67 mol) of sodium hydroxide in 85 ml of water was added dropwise under ice-cooling. After completion of dropwise addition, the reaction mixture was stirred at room temperature for 1.5 hours. This reaction mixture was extracted with methylene chloride and the organic layer was washed with an aqueous solution of sodium sulfite and dried over anhydrous magnisium sulfate. The solvent was then distilled off under reduced pressure arid the residue was rinsed with isopropyl ether and collected by filtration to provide 209.5 g (yield 81%) of 5-iodo-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (4d). mp 78-79° C.

Provenance & Evidence