反应详情

温度

60 °C

The 4-acetyl-3-hydroxy-2-iodo-6-methylbenzonitrile (5.0 g, 17 mmol) was dissolved in N,N-dimethylformamide (50.0 mL) and the potassium carbonate (4.6 g, 33 mmol) and ethyl iodide (2.1 mL, 33 mmol) were added. The reaction was heated to 60° C. and monitored by LC/MS. After heating for 2 hrs the reaction was complete. This was allowed to cool, diluted with ethyl acetate (300 mL) and filtered to remove the remaining solids. The organic layer was washed with water (3×), brine, dried over magnesium sulfate and concentrated to give the crude product as a dark solid. The product was purified by FCC on silica gel eluting hexane:ethyl acetate gradient to give 4-acetyl-3-ethoxy-2-iodo-6-methylbenzonitrile as a pale yellow crystalline solid (5.0 g, 96%). LCMS calculated for C12H13INO2 (M+H)+: m/z=329.9; found: 330.0.

1. temperatureAfter heating for 2 hrs the reaction
2. temperatureto cool
3. filtrationfiltered
4. customto remove the remaining solids
5. washThe organic layer was washed with water (3×), brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated
8. customto give the crude product as a dark solid
9. customThe product was purified by FCC on silica gel
10. washeluting hexane