Sodium Azide → 3-Azido-indan-1-one

HRID 379335

Reaktionsgleichung

Reaktionsgleichung von HRID 379335
Br[CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH2:3]1.[N-:12]=[N+:13]=[N-:14].[Na+]>CN(C=O)C>[N:12]([CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH2:3]1)=[N+:13]=[N-:14]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 117459123-Bromo-1-indanone

Produkt 1

HCID 216985633-Azido-indan-1-oneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirring solution of 3-Bromo indan-1-one (400 mg, 1.90 mmol) in DMF (5 ml) was added sodium azide (1.98 g, 0.03 mol). The reaction was allowed to stir at room temperature for 15 mins. The product was partitioned between water (10 ml) and ether (10 ml). The ether layers were combined and the crude reaction mixture was passed through a plug of flash silica, eluting with petroleum ether:ethyl acetate (9:1). The product was isolated as an orange oil (283 mg, 86%).

Aufarbeitung

  1. customThe product was partitioned between water (10 ml) and ether (10 ml)
  2. customthe crude reaction mixture
  3. washeluting with petroleum ether:ethyl acetate (9:1)

Quellen und Nachweise

ORD-Eintrag
ord-eed564b2fbf242f284c2735251596e23
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297399B1

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