Sodium Azide → 3-(3-azidopropyl)-5-chloro-1H-indole

HRID 1777525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777525
Br[CH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:14])[CH:12]=2)[NH:7][CH:6]=1.[N-:15]=[N+:16]=[N-:17].[Na+]>CN(C=O)C>[N:15]([CH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:14])[CH:12]=2)[NH:7][CH:6]=1)=[N+:16]=[N-:17]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 668318443-(3-bromopropyl)-5-chloro-1H-indole

Produkt 1

HCID 866993903-(3-azidopropyl)-5-chloro-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 3-(3-bromopropyl)-5-chloro-1H-indole (0.730 g; 2.68 mmol) and sodium azide (0.522 g; 8.03 mmol) was stirred in DMF (5 mL) for 18 hours and was then concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. After separation, the organic layer was dried over magnesium sulfate and the volatiles were evaporated under reduced pressure to give quantitatively 3-(3-azidopropyl)-5-chloro-1H-indole as an oily residue which was used without purification in the next step.

Aufarbeitung

  1. concentrationwas then concentrated under reduced pressure
  2. customThe residue was partitioned between water and dichloromethane
  3. customAfter separation
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customthe volatiles were evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-607e49c0ad95427d91256582a9ef2e60
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266832B2

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