Ethanol → (4R)-5,6-Dihydro-4H-imidazo[1,2-a][1]benzazepin-4-amine dihydroiodide
Reaktionsgleichung
[I:1][Si](C)(C)C.[CH:6]1[N:10]2[C:11]3[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=3[CH2:13][CH2:14][C@@H:15]([NH:16]C(=O)OCC3C=CC=CC=3)[C:9]2=[N:8][CH:7]=1.C(O)C.CCCCCC.C(O)C>ClCCl>[IH:1].[IH:1].[CH:6]1[N:10]2[C:11]3[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=3[CH2:13][CH2:14][C@@H:15]([NH2:16])[C:9]2=[N:8][CH:7]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Add iodotrimethylsilane (783 mL, 5.49 mol) to dichloromethane (800 mL) and cool in an ice water bath. Dissolve benzyl N-[(4R)-5,6-dihydro-4H-imidazo[1,2-a][1]benzazepin-4-yl]carbamate (610 g, 1.83 mol) in dichloromethane (1 L) and add to the iodotrimethylsilane solution. After addition is complete, remove the ice water bath and allow the reaction to stir for approximately 16 hours at ambient temperature. Stir a mixture of hexanes (6 L) and ethanol (1 L) in an ice water bath. Add the reaction mixture to the stirring hexane/ethanol mixture carefully to avoid foaming. Stir it at ambient temperature 10 minutes. Remove the resulting solid by filtration and wash the cake with hexanes (3×2 L) to give the title compound (817.1 g, 98%) as an orange, free flowing solid: MS (m/z): 200 (M+1).
Aufarbeitung
- temperaturecool in an ice water bath
- additionAfter addition
- customremove the ice water bath
- customthe reaction
- stirringStir
- stirringStir it at ambient temperature 10 minutes
- customRemove the resulting solid
- filtrationby filtration
- washwash the cake with hexanes (3×2 L)
Quellen und Nachweise
- ORD-Eintrag
- ord-b423691cad1645e99d60bd8dfb7ee8e3
- Quelldatensatz
- uspto-grants-2012_10
- Patentnummer
- US08299061B2
Notizen zur Reaktion
Wird geladen…