Cesium carbonate → 4-Iodo-2-methyl-1-(2,2,2-trifluoroethyl)-1H-imidazole

Temperatur

50 °C

4-Iodo-2-methyl-1H-imidazole (1.0 g, 4.8 mmol) was dissolved in 10 mL of DMF. Trifluoroethyl p-toluenesulfonate (4.89 g, 19.2 mmol) and cesium carbonate (1.57 g, 4.8 mmol) were added and the mixture was stirred for 18 h in a 50° C. oil bath. The reaction was cooled and taken up in ethyl acetate and water. The layers were separated, and the aqueous layer was extracted twice more with ethyl acetate. The combined organic layers were washed with water and brine, and dried over sodium sulfate. After evaporation, the residue was purified by silica gel chromatography (ethyl acetate/hexanes) to give 0.6 g (43%) of 4-iodo-2-methyl-1-(2,2,2-trifluoro-ethyl)-1H-imidazole. (M+H)+=291.

1. temperatureThe reaction was cooled
2. customThe layers were separated
3. extractionthe aqueous layer was extracted twice more with ethyl acetate
4. washThe combined organic layers were washed with water and brine
5. dry with materialdried over sodium sulfate
6. customAfter evaporation
7. customthe residue was purified by silica gel chromatography (ethyl acetate/hexanes)

ORD-Eintrag

ord-eb74186759894944a89ef6c052bb2294

Quelldatensatz

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08518945B2