Reaktionsgleichung
CN(C)C=O.[Br:6]N1C(=O)CCC1=O.[F:14][C:15]1[C:16]([O:23][CH3:24])=[C:17]([CH:19]=[C:20]([CH3:22])[CH:21]=1)[NH2:18]>[Cl-].[Na+].O>[Br:6][C:21]1[C:20]([CH3:22])=[CH:19][C:17]([NH2:18])=[C:16]([O:23][CH3:24])[C:15]=1[F:14]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
With cooling with ice, an N,N-dimethylformamide (10 ml) solution of N-bromosuccinimide (1.84 g, 10.2 mmol) was dropwise added to an N,N-dimethylformamide (20 ml) solution of 3-fluoro-2-methoxy-5-methylaniline (I-26) (1.55 g, 10.0 mmol), taking 25 minutes, followed by stirring for 18 hours with gradually heating up to room temperature. Saturated brine was added to the reaction liquid, followed by extraction twice with ethyl acetate, the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (4:1) was concentrated under reduced pressure to obtain the entitled compound (1.91 g, 81%) as a brown oily substance.
Aufarbeitung
- temperatureWith cooling with ice
- extractionfollowed by extraction twice with ethyl acetate
- washthe organic layer was washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- filtrationAfter filtration and concentration under reduced pressure
- concentrationthe eluate with n-hexane:ethyl acetate (4:1) was concentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-6573c56e8ad840fab2ca1fc2954a6f24
- Quelldatensatz
- uspto-grants-2010_06
- Patentnummer
- US07737166B2
Verknüpfte Notizen
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