Reaktionsgleichung
Cl.[C:2]1([CH3:10])[CH:7]=[CH:6][C:5]([NH:8]N)=[CH:4][CH:3]=1.OS(O)(=O)=O.Cl.[OH-].[Na+].[CH3:19][N:20]1[CH2:26][CH2:25][CH2:24][C:23](=O)[CH2:22][CH2:21]1>O1CCOCC1>[CH3:19][N:20]1[CH2:26][CH2:25][C:24]2[C:6]3[CH:7]=[C:2]([CH3:10])[CH:3]=[CH:4][C:5]=3[NH:8][C:23]=2[CH2:22][CH2:21]1Komponenten
7
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
The title compound was prepared by following general procedure 1. p-Tolyl hydrazine hydrochloride (15 g, 94.55 mmol) was taken into 7% H2SO4 in 1,4-dioxane (650 mL), 1-methylazepan-4-one.HCl (15.4 g, 94.55 mmol) was added and stirred at RT for 10 min. The reaction mixture was stirred at 80° C. for 14 h. After completion of the reaction, reaction mass was slowly basified with 50% NaOH solution, extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated to dryness and purified by column chromatography (silica gel 100-200 mesh; eluent: 10% methanol-DCM) to afford 3,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole (5 g).
Aufarbeitung
- customThe title compound was prepared
- stirringThe reaction mixture was stirred at 80° C. for 14 h
- customAfter completion of the reaction, reaction mass
- extractionextracted with ethyl acetate
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- customevaporated to dryness
- custompurified by column chromatography (silica gel 100-200 mesh; eluent: 10% methanol-DCM)
Quellen und Nachweise
- ORD-Eintrag
- ord-b22701505ed14544a4d9467fc8af3208
- Quelldatensatz
- uspto-grants-2013_10
- Patentnummer
- US08569287B2
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