Sodium Hydroxide → 5-[4-(benzyloxy)phenyl]-2H-tetrazole

HRID 423254

Reaktionsgleichung

Reaktionsgleichung von HRID 423254
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:17]=[N+:18]=[N-:19].[Na+].[Cl-].[NH4+].[OH-].[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]2[N:17]=[N:18][NH:19][N:14]=2)=[CH:15][CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 5613714-Benzyloxybenzonitrile

Produkt 1

HCID 47709095-[4-(benzyloxy)phenyl]-2H-tetrazoleAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To a solution of 4-benzyloxybenzonitrile (2.0 g) in dimethylformamide (15 mL) were added sodium azide (932 mg) and ammonium chloride (767 mg). The mixture was stirred at 110° C. overnight under heating and then allowed to stand for cooling to room temperature. 1N aqueous sodium hydroxide was added thereto to adjust the pH to about 10, followed by washing with diethyl ether. To the aqueous layer was added 1N hydrochloric acid, and the resulting precipitated solid was filtered to give the title compound (2.29 g).

Aufarbeitung

  1. temperatureunder heating
  2. temperaturefor cooling to room temperature
  3. washby washing with diethyl ether
  4. additionTo the aqueous layer was added 1N hydrochloric acid
  5. customthe resulting precipitated solid
  6. filtrationwas filtered

Quellen und Nachweise

ORD-Eintrag
ord-aa7d65929a8b4b7f87d2782eda47a500
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101774B2

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