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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62158Erstellt: 23. Oktober 2026

Sodium hydride → 1-(3,6-dibromo-9H-carbazol-9-yl)-4-(phenylamino)butan-2-ol

https://huagongshe.com/de/reaction/62158

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt3,6-DibromocarbazoleHCID 274874—
EduktN-(2-(oxiran-2-yl)ethyl)anilineHCID 18628254—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(3,6-dibromo-9H-carbazol-9-yl)-4-(phenylamino)butan-2-olHCID 4685121357,5%

Reaktionsschritte

NaH (60% dispersed in mineral oil, 0.0018 g, 0.0452 mmol) was added to a solution of 3,6-dibromocarbazole (0.0147 g, 0.0452 mmol) in 0.5 mL anhydrous THF and the mixture was stirred for 15 min. N-(2-(oxiran-2-yl)ethyl)aniline (0.0067 g, 0.0410 mmol) in 1.5 mL anhydrous THF solution was added dropwise and the resulting mixture was stirred at 60° C. overnight. THF was removed under vacuum and the residue was dissolved in 10 mL EtOAc and washed with water 2×5 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.0115 g colorless oil; yield 57.5%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09446022B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-ff447b6d34764a3a8936fee5d44df5d1
Quellennotizuspto-grants-2016_09