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HRID 276897Erstellt: 24. Oktober 2026

1,2-Dibromoethane → 1-(2-Bromoethyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one

https://huagongshe.com/de/reaction/276897

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromoethaneHCID 7839—
EduktSodium hydrideHCID 24758—
Edukt2a,3,4,5-Tetrahydrobenzo[cd]indol-2(1H)-oneHCID 599375—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(2-Bromoethyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 2262957334%

Reaktionsschritte

2a,3,4,5-Tetrahydrobenz[cd]indole-2(1H) -one (3.46 g, 20mmol) was dissolved in anhydrous N,N-dimethylformamide (20 ml). Thereto was added sodium hydride (0.8 g, 20 mmol), and the resulting solution was stirred at room temperature for 1 hour. The reaction solution was mixed with 1,2-dibromoethane (10 ml, 115 mmol) and again stirred for 1 hour. The reaction solution was extracted by adding 100 ml of ethyl acetate and 100 ml of water, and the resulting ethyl acetate layer was separated, washed with water and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was crystallized from a dimethylformamide-water mixture to obtain 1.9 g of the title compound (34% in yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06355642B1
Quelldatensatzuspto-grants-2002_03
ORD IDord-161e0de06b4448e39e039f9cdf33adef
Quellennotizuspto-grants-2002_03