Ethanol → 1-(4-aminobenzyl)-1H-tetrazole

HRID 30692Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 30692
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([CH2:8][N:9]2[CH:13]=[N:12][N: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[CH:13]=[N:12][N:11]=[N:10]2)=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 702EthanolHCID 103305751-(4-nitrobenzyl)-1H-tetrazole

Produkt 1

HCID 103749291-(4-aminobenzyl)-1H-tetrazoleAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-nitrobenzyl)-1H-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 1-(4-aminobenzyl)-1H-tetrazole (3.03 g, 71%) as yellow prism crystals. melting point: 138-140° 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-06197c02a3944c539be63416b077ea4a
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423159B2

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