1H-1,2,4-Triazole → HCID 23349971, compound

Participants

Reaction Steps

A mixture of 9.9 g (0.045 mole) of 4-iodophenol, 3.45 g (0.05 mole) of 1H-1,2,4-triazole, 12.33 g (0.045 mole) of 1,1-dibromo-3-methoxy-3-methyl-2-butanone, and 14 g (0.101 mole) of potassium carbonate in 200 ml of acetone was heated at boiling temperature (reflux) with stirring for 4 hours. After evaporating the solvent, 400 ml of 5% NaOH solution was added and the mixture extracted with diethyl ether. The ether phase was dried using MgSO4 and the solvent evaporated. The residual yellow oil was purified by high pressure liquid chromatography (silica gel, 8:2 hexane/acetone). Recrystallization from hexane-ether gave 8.0 g (44% yield) of 1-(4-iodophenoxy)-1-(1H-1,2,4-triazol-1-yl)-3-methoxy-3-methyl-2-butanone, m.p. 81.5°-82.5° C.

Provenance & Evidence