Iodoethanol → HCID 20255117, compound

Participants

Reaction Steps

At an internal temperature of 0°-50°, 35.0 g of potassium tert.-butoxide are added to a solution of 35 g of 2-(4-methoxyphenyl)-4-(trifluoromethyl)-imidazole in 200 ml of dimethylformamide. After 20 minutes, a solution of 14.7 ml of 2-hydroxyethyl iodide in 100 ml of dimethylformamide is added dropwise within a period of 5 minutes, the mixture is then stirred for 120 hours at room temperature and the solvent is removed in a rotary evaporator; the residue is taken up in water and extracted several times with ethyl acetate. The organic phases are combined, the solvent is removed and the residue is chromatographed on silica gel with the solvent mixture ethyl acetate/hexane 1:1 and 1-(2-hydroxyethyl)-2-(4-methoxyphenyl)-4-(trifluoromethyl)-1H-imidazole is isolated from the main fractions in the form of a crystallising oil.

Provenance & Evidence