Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1619100Erstellt: 27. Oktober 2026

Chlorosuccinimide → 6'-Bromo-5'-chlorospiro[cyclopentane-1,3'-indolin]-2'-one

https://huagongshe.com/reaction/1619100

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorosuccinimideHCID 31398—
EduktSodium BicarbonateHCID 516892—
Edukt6'-Bromospiro[cyclopentane-1,3'-indolin]-2'-oneHCID 12717090—
LösungsmittelChloroformHCID 6212—
Produkt6'-Bromo-5'-chlorospiro[cyclopentane-1,3'-indolin]-2'-oneHCID 6695408375,4%

Reaktionsschritte

N-Chlorosuccinimide (0.50 g, 3.75 mmol) was added to a solution of 6′-bromospiro[cyclopentane-1,3′-indolin]-2′-one (preparation 2, 0.20 g, 0.75 mmol) in chloroform (5 mL). The mixture was stirred and heated to reflux. After 6 hours, the mixture was cooled to room temperature. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction and the mixture was extracted with chloroform. The organic layer was washed with brine, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (4:1 hexanes/ethyl acetate) gave the title compound (0.17 g, 75%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08772288B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-45ada024ac554c368d201ecc32af279a
Quellennotizuspto-grants-2014_07