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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2096958Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/2096958

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 (500 mg, 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 (8:2 hexanes/ethyl acetate) gave the title compound (0.17 g, 75%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08450341B2
Quelldatensatzuspto-grants-2013_05
ORD IDord-d0b2244179b040ddb63a7492cb8ec924
Quellennotizuspto-grants-2013_05