Sodium Azide → HCID 15690201, Verbindung

HRID 720760Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 720760
[C:1]([N@@:4]1[CH2:6][CH:5]1[CH:7]([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])(=[O:3])[CH3:2].[N-:14]=[N+:15]=[N-:16].[Na+]>CN(C=O)C.[Cl-].[Cl-].[Zn+2]>[CH2:9]([O:8][CH:7]([O:11][CH2:12][CH3:13])[C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[CH2:6][N:14]=[N+:15]=[N-:16])[CH3:10]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 21894829HCID 21894829, Verbindung

Produkt 1

HCID 15690201HCID 15690201, VerbindungAusbeute 62,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A mixture containing 3.26 g of 124 and 15 g of sodium azide in 140 ml of DMF was added 140 ml of ZnCl2 (1.0M solution in Et2O), The mixture was stirred at 75° C. for 3 days and then extracted with EtOAc. The organic layer was washed with water, dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography (hexane/EtOAc=3:2) to yield 2.52 g of 125 (62%).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography (hexane/EtOAc=3:2)

Quellen und Nachweise

ORD-Eintrag
ord-4636defea385480a83b04dbbe418069d
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135578B2

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