Ethanol → 2-(4-aminobenzyl)-2H-tetrazole

HRID 30691Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 30691
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH2:8][N:9]2[N:13]=[N:12][CH:11]=[N:10]2)=[CH:6][CH:5]=1)([O-])=O.C(O)C>[C].[Pd].O1CCCC1>[NH2:1][C:4]1[CH:15]=[CH:14][C:7]([CH2:8][N:9]2[N:13]=[N:12][CH:11]=[N:10]2)=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 702EthanolHCID 103528962-(4-nitrobenzyl)-2H-tetrazole

Produkt 1

HCID 104422102-(4-aminobenzyl)-2H-tetrazoleAusbeute 66,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2-(4-nitrobenzyl)-2H-tetrazole (5 g), 10% palladium carbon (500 mg), ethanol (100 ml) and tetrahydrofuran (100 ml) was stirred under a hydrogen atmosphere at room temperature for 4 hrs. Palladium carbon was removed from the reaction mixture by filtration, and the filtrate was concentrated. Recrystallization of the residue from ethyl acetate-hexane gave 2-(4-aminobenzyl)-2H-tetrazole (2.83 g, 66%) as yellow prism crystals. melting point: 86-87° C.

Aufarbeitung

  1. customPalladium carbon was removed from the reaction mixture by filtration
  2. concentrationthe filtrate was concentrated
  3. customRecrystallization of the residue from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-94bfac7222d046648e220fd55295a257
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423159B2

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