1-[2-(1-Adamantyl)ethyl]-2-n-butyl-5-hydroxymethyl-imidazole → 1-[2-(1-Adamantyl)ethyl]-2-n-butyl-imidazol-5-carboxaldehyde

HRID 2081857Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2081857
[C:1]12([CH2:11][CH2:12][N:13]3[C:17]([CH2:18][OH:19])=[CH:16][N:15]=[C:14]3[CH2:20][CH2:21][CH2:22][CH3:23])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[C:1]12([CH2:11][CH2:12][N:13]3[C:17]([CH:18]=[O:19])=[CH:16][N:15]=[C:14]3[CH2:20][CH2:21][CH2:22][CH3:23])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Komponenten

4

Edukt 1

HCID 199368601-[2-(1-Adamantyl)ethyl]-2-n-butyl-5-hydroxymethyl-imidazole

Produkt 1

HCID 199369031-[2-(1-Adamantyl)ethyl]-2-n-butyl-imidazol-5-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The above prepared compound (5.4 g) was stirred at room temperature with potassium hydroxide (5.2 g) in ethanol (200 ml) for one hour. The mixture was concentrated, poured into water, stirred and filtered to give 1-[2-(1-adamantyl)ethyl]-2-n-butyl-5-hydroxymethyl-imidazole. The hydroxymethyl group was oxidized by refluxing the imidazole compound (51.1 g) with manganese dioxide (20.3 g) in toluene (200 ml) to give 1-[2-(1-adamantyl)ethyl]-2-n-butyl-imidazol-5-carboxaldehyde.

Quellen und Nachweise

ORD-Eintrag
ord-5e45d1dd91754fffa7d73db5a53eddf1
Quelldatensatz
uspto-grants-1993_02
Patentnummer
US05185351

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