反应详情

温度

15 °C

Add 6-hydroxy-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (1.037 g, 4.0 mmol) and diisopropylamine (60.7 mg, 0.6 mmol) to anhydrous DCM (350 mL) and stir at 10-20° C. Add slowly a solution of N-iodosuccinimide (1.035 g, 4.6 mmol) in DCM (100 mL) over a period of 3 h. Stir the reaction mixture overnight and gradually warm to RT. Quench the reaction with saturated aqueous sodium bicarbonate, separate the organic layer, wash the organic layer with 0.1 N HCl, brine, dry (sodium sulfate) concentrate and purify (silica gel chromatography, eluting with 5:95 to 10:90 EtOAc:hexanes) to give the title compound as a white solid (1.0 g, 65%).

1. stirringStir the reaction mixture overnight
2. temperaturegradually warm to RT
3. customQuench
4. customthe reaction with saturated aqueous sodium bicarbonate
5. customseparate the organic layer
6. washwash the organic layer with 0.1 N HCl, brine
7. dry with materialdry (sodium sulfate)
8. concentrationconcentrate
9. custompurify
10. wash(silica gel chromatography, eluting with 5:95 to 10:90 EtOAc:hexanes)