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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 352335Erstellt: 24. Oktober 2026

1-Bromopropane → 5-Nitro-1-propylindoline

https://huagongshe.com/de/reaction/352335

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-BromopropaneHCID 7840—
EduktSodium hydrideHCID 24758—
Edukt5-NitroindolineHCID 36219—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-Nitro-1-propylindolineHCID 9834276—

Reaktionsschritte

0.51 g (12.79 mmoles) of 60% NaH is added, at 20° C., by portions, to a solution of 2 g (12.18 mmoles) of 5-nitroindoline in 16 ml of anhydrous DMF. After stirring for a further 30 minutes, 2.32 ml (25.58 mmoles) of 1-bromopropane is added dropwise. Stirring is maintained overnight and the reaction mixture is finally diluted with 50 ml of water and 50 ml of AcOEt. After stirring and decanting, the organic phase is successively washed with 25 ml of water and 25 ml of salt water, dried over Na2SO4, filtered and concentrated to dryness under vacuum. The evaporation residue is then purified on a silica column (eluent: Heptane/AcOEt: 9/1). Orange oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06747024B1
Quelldatensatzuspto-grants-2004_06
ORD IDord-796e6a3fb63845a989e31572ba112b64
Quellennotizuspto-grants-2004_06