Reaktion #5040

ord-da4ba2e333534753ac71b51a2ea124e5

Reaktionsgleichung

Cl
HCl
N#Cc1ccc(OCc2ccccc2)cc1
nitrile
N#Cc1ccc(OCc2ccccc2)cc1
4-benzyloxybenzonitrile
CCN(CC)CC.Cl
triethylamine hydrochloride
[N-]=[N+]=[N-].[Na+]
sodium azide
c1ccc(COc2ccc(-c3nnn[nH]3)cc2)cc1
5-(4-benzyloxyphenyl)tetrazole
Ausbeute 98.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturunder reflux for 18 hrs
  2. 2
    SonstigeThe resulting white solid was collected
  3. 3
    Waschenwashed with water
  4. 4
    Sonstigedried at 60° C. in vacuo for 48 hrs

Vorschrift

A mixture of 285 g of the nitrile, 262.5 g triethylamine hydrochloride and 124 g of sodium azide in 1.5 L of DMF under nitrogen was stirred under reflux for 18 hrs. The reaction mixture was cooled to room temperature, poured into 4 L of cold water and acidified with 3N HCl. The resulting white solid was collected, washed with water and dried at 60° C. in vacuo for 48 hrs to give 337 g of 5-(4-benzyloxyphenyl)tetrazole.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242924uspto-grants-1993_09