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

HRID 1871101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1871101
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-203c44a9328d428f9250a6885e578114
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06100284

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