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

HRID 1699168Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1699168
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-80f26663a8a64e3d85ea0e7a4f05f617
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06344462B1

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