Carbon Dioxide → HCID 178440069, compound

Participants

Reaction Steps

A four-necked flask of one-liter capacity was charged with 25 g of 40% sodium hydroxide/H2O and 125 ml of water, followed by addition of a solution of the imidazole (135a) obtained above in dioxane (125 ml). Then, 70.5 g (278 mmol) of solid iodine was added under ice-cooling and the mixture was stirred. After 1 hour, an aqueous solution of sodium thiosulfate and, then, dry-ice were added and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was dissolved in diethyl ether and 39 g of oxalic acid was added to the solution. The precipitated crystals was collected by filtration, neutralized with sodium carbonate, and extracted with chloroform. The extract was washed with water, dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 86.7 g (yield 82%) of 2-(3-benzyloxypropyl)-5-iodo-4-isopropyl-1H-imidazole (135b) as oil.

Provenance & Evidence