反应详情

温度

90 °C

Ethyl 4-aminobenzoate (15.00 g, 91 mmol) and iodine (11.80 g, 46.5 mmol) were mixed with water (80 mL) and chlorobenzene (4.60 g, 41 mmol). The mixture was stirred while the temperature was gradually raised to 90° C. over 30 min. Hydrogen peroxide (30%, 50 mL) was added over 10 h at 90° C. After stirring at that temperature for an additional 6 h, the mixture was cooled and the solution decanted from the residual solids. The solids were dissolved in DCM and the solution washed successively with sodium thiosulfate and brine. After drying (MgSO4), the solvent was removed under reduced pressure and the resulting brown solid was triturated with hexane to remove di-iodinated by-products. The desired compound was obtained as a brown solid (22.85 g, 86% yield).

1. stirringAfter stirring at that temperature for an additional 6 h
2. temperaturethe mixture was cooled
3. customthe solution decanted from the residual solids
4. dissolutionThe solids were dissolved in DCM
5. washthe solution washed successively with sodium thiosulfate and brine
6. dry with materialAfter drying (MgSO4)
7. customthe solvent was removed under reduced pressure
8. customthe resulting brown solid was triturated with hexane
9. customto remove di-iodinated by-products