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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 591684Erstellt: 25. Oktober 2026

Aluminium lithium hydride → 5-bromo-2-pyrrolidin-1-ylmethyl-1H-indole

https://huagongshe.com/reaction/591684

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminium lithium hydrideHCID 21226445—
Edukt5-Bromo-2-(pyrrolidine-1-carbonyl)-1H-indoleHCID 47154657—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-bromo-2-pyrrolidin-1-ylmethyl-1H-indoleHCID 66670945—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a suspension of (5-bromo-1H-indol-2-yl)-pyrrolidin-1-yl-methanone (0.53 g, 1.8 mmol) in THF (50 mL) at 0° C. was slowly added lithium aluminum hydride (0.20 g, 5.4 mmol). The mixture was stirred under nitrogen at 0° C. for a while and the cooling bath was allowed to warm to room temperature. The mixture was then stirred at room temperature for 17 hours. The reaction was quenched by careful, successive, dropwise addition of water (0.2 mL), 15% NaOH aqueous solution (0.2 mL), and water (0.6 mL). The solid was filtered and washed with MeOH and CH2Cl2. The filtrate was concentrated to dryness, and dried under vacuum, to give 5-bromo-2-pyrrolidin-1-ylmethyl-1H-indole as a white solid. Yield: 0.45 g (90%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09238640B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-86cf673281594b42bc32b56e1de6efda
Quellennotizuspto-grants-2016_01