Sodium Azide → 4-Azidomethyl-3-chlorobenzonitrile

HRID 896245

Reaktionsgleichung

Reaktionsgleichung von HRID 896245
[Cl:1][C:2]1[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][C:3]=1[CH2:4]Br.[N-:12]=[N+:13]=[N-:14].[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][C:3]=1[CH2:4][N:12]=[N+:13]=[N-:14]

Komponenten

4

Edukt 2

HCID 33557Sodium AzideHCID 130420934-(Bromomethyl)-3-chlorobenzonitrile

Produkt 1

HCID 223499744-Azidomethyl-3-chlorobenzonitrileAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-choro-4-cyanobenzyl bromide (6.9 g, 30.0 mmol) in DMF (150 ml), was added sodium azide (2.0 g, 30 mmol) The reaction was stirred overnight at room temperature, and then filtered. The DMF was removed from filtrate in vacuo. The residue was dissolved in EtOAc (300 ml), washed with water (200 ml×3), brine (200 ml×1), dried over sodium sulfate. Removed solvent in vacuo to give 5.8 g of raw 2-choro-4-cyanobenzyl azide.

Aufarbeitung

  1. filtrationfiltered
  2. customThe DMF was removed from filtrate in vacuo
  3. dissolutionThe residue was dissolved in EtOAc (300 ml)
  4. washwashed with water (200 ml×3), brine (200 ml×1)
  5. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-c892a0b602544be0bc4b0e6805f9da90
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06919347B2

Verknüpfte Notizen

Wird geladen…