Sodium Azide → 5-Azidopentanoic acid ethyl ester

HRID 386421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 386421
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[N-:11]=[N+:12]=[N-:13].[Na+]>CN(C)C=O.O>[N:11]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[N+:12]=[N-:13]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 84580Ethyl 5-bromovalerate

Produkt 1

HCID 123821765-Azidopentanoic acid ethyl esterAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Ethyl 5-bromovalerate (2.1 g; 10 mmol; Aldrich) was added to a stirred suspension of sodium azide (1.3 g, 20 mmol; Fisher) in 5 ml dimethylformamide and 5 ml water, and the reaction mixture was heated 12 h at 80° Cs. The reaction was partitioned between diethyl ether (100 ml) and water (100 ml), and the resulting organic layer was washed with water (100 ml) and brine (100 ml), dried over sodium sulfate, and dried in vacuo. Yield: 1.6 g (9.3 mmol, 95% yield).

Aufarbeitung

  1. temperaturethe reaction mixture was heated 12 h at 80° Cs
  2. customThe reaction was partitioned between diethyl ether (100 ml) and water (100 ml)
  3. washthe resulting organic layer was washed with water (100 ml) and brine (100 ml)
  4. dry with materialdried over sodium sulfate
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ebf09f29840241ea95cb9dc7b6c8384b
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372839B2

Notizen zur Reaktion

Wird geladen…