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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045522Erstellt: 25. Oktober 2026

Hydrochloric Acid → 1,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indole

https://huagongshe.com/reaction/1045522

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSulfuric AcidHCID 1118—
Edukt4-Methylphenylhydrazine monohydrochlorideHCID 12504—
EduktSodium HydroxideHCID 14798—
Edukt1-Methylazepan-4-oneHCID 262586—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indoleHCID 68560092—

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569287B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-b22701505ed14544a4d9467fc8af3208
Quellennotizuspto-grants-2013_10