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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49493Erstellt: 25. Oktober 2026

Potassium Carbonate → 5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/49493

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktN-Boc-5-HydroxyindolineHCID 10657398—
Edukt1,4-Dibromobut-1-eneHCID 53629311—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl esterHCID 6951507831,9%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

514 mg (2.3 mmol) 5-Hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester in 12 ml DMF were treated with 830 mg (6 mmol) powdered K2CO3 and 1070 mg (5 mmol) 1,4-dibromobutene. The suspension was stirred at 50° C. for 3 h, cooled to RT, diluted with ether and water. The aqueous phase was extracted with ether, the organic phases were washed with water and dried over Na2SO4. Column chromatography on silica gel with hexane/EtOAc 9:1 yielded 270 mg (31%) 5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester as colorless solid, MS: 368 (MH+, 1Br).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06706751B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-191c59b28e964af6a3cd91ce94ab1f94
Quellennotizuspto-grants-2004_03