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 ambient temperature. Quench the reaction with saturated aqueous NaHCO3, separate the organic layer, wash the organic layer with 0.1N aqueous HCl, brine, dry over Na2SO4, filter and concentrate in vacuo. Purify by chromatography on silica gel eluting with EtOAc/hexane (1:20 to 1:10) to give the desired intermediate as a white solid (1.0 g, 65%). MS (ES+) m/z: 386 (M+H)+.

1. stirringStir the reaction mixture overnight
2. temperaturegradually warm to ambient temperature
3. customQuench
4. customthe reaction with saturated aqueous NaHCO3
5. customseparate the organic layer
6. washwash the organic layer with 0.1N aqueous HCl, brine
7. dry with materialdry over Na2SO4
8. filtrationfilter
9. concentrationconcentrate in vacuo
10. customPurify by chromatography on silica gel eluting with EtOAc/hexane (1:20 to 1:10)