Sodium Azide → 4-(2-Azidoacetyl)benzonitrile

HRID 244586

Reaktionsgleichung

Reaktionsgleichung von HRID 244586
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=[O:4].[N-:13]=[N+:14]=[N-:15].[Na+]>CO>[N:13]([CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=[O:4])=[N+:14]=[N-:15]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 986544-(Bromoacetyl)benzonitrile

Produkt 1

HCID 586617294-(2-Azidoacetyl)benzonitrileAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of the commercially available 4-bromoacetyl-benzonitrile (5 g, 22.32 mmol) in 150 mL of methanol was added sodium azide (1.74 g, 26.78 mmol) and the contents stirred at room temperature for 2 h. After removal of the solvent, the residue was treated with water (50 mL) and extracted with dichloromethane (3×50 mL). The combined organic layers were dried over MgSO4 and concentrated to give a yellow solid (3.90 g, 94%). This compound was used for the next step without any further purification.

Aufarbeitung

  1. customAfter removal of the solvent
  2. additionthe residue was treated with water (50 mL)
  3. extractionextracted with dichloromethane (3×50 mL)
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b2c5886bde8446999e9f1ed768a4f001
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658659B2

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