4-benzyloxy-2-methoxy-1-methyl-1H-benzimidazole → 4-hydroxy-2-methoxy-1-methyl-1H-benzimidazole

HRID 613601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 613601
C([O:8][C:9]1[C:17]2[N:16]=[C:15]([O:18][CH3:19])[N:14]([CH3:20])[C:13]=2[CH:12]=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[C:17]2[N:16]=[C:15]([O:18][CH3:19])[N:14]([CH3:20])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Komponenten

4

Edukt 1

HCID 107543614-benzyloxy-2-methoxy-1-methyl-1H-benzimidazole

Produkt 1

HCID 106548994-hydroxy-2-methoxy-1-methyl-1H-benzimidazoleAusbeute 34,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 4-benzyloxy-2-methoxy-1-methyl-1H-benzimidazole (254.8 mg) and 10% palladium on carbon (25 mg) in methanol (2.5 ml) was stirred for 7 hours at ambient temperature under hydrogen atmosphere. Insoluble material was filtered off, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate:n-hexane=3:1, V/V) to give 4-hydroxy-2-methoxy-1-methyl-1H-benzimidazole (58.7 mg).

Aufarbeitung

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by column chromatography on silica gel (ethyl acetate:n-hexane=3:1, V/V)

Quellen und Nachweise

ORD-Eintrag
ord-a5f0bab14bbd477aa4ae87d4689eb861
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06008229

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