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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 376252Erstellt: 24. Oktober 2026

Acetic Acid → 1-(N-tert-butyloxycarbonyl-pyrrolidin-3-ylmethyl)-6-nitro-2,3-dihydroindole

https://huagongshe.com/de/reaction/376252

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
Edukt6-NitroindolineHCID 29757—
Edukt(+-)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxaldehydeHCID 4692112—
EduktSodium triacetoxyborohydrideHCID 5049666—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(N-tert-butyloxycarbonyl-pyrrolidin-3-ylmethyl)-6-nitro-2,3-dihydroindoleHCID 10936945—

Reaktionsschritte

91.5 mmol (19.4 g) of solid sodium triacetoxyborohydride are added slowly, at 20° C., to a solution of 60.8 mmol (12.1 g) of 1-(tert-butyloxycarbonyl)-3-formylpyrrolidine, 60.8 mmol (10 g) of 6-nitroindoline and 60.8 mmol (3.65 g) of acetic acid in 100 ml of dichloromethane. After 2 hours' stirring, the reaction mixture is diluted with ethyl acetate. The organic phase is washed with water until pH=8, and the aqueous phase is then extracted with dichloromethane. After removal of the solvent by evaporation, the expected product is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06020336
Quelldatensatzuspto-grants-2000_02
ORD IDord-d075277b233c45d7906be90b26a3d538
Quellennotizuspto-grants-2000_02