(6-Benzyloxy-4-methyl-indol-1-yl)-acetic acid tert-butyl ester → (6-Hydroxy-4-methyl-indol-1-yl)-acetic acid tert-butyl ester

HRID 915445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 915445
[C:1]([O:5][C:6](=[O:26])[CH2:7][N:8]1[C:16]2[C:11](=[C:12]([CH3:25])[CH:13]=[C:14]([O:17]CC3C=CC=CC=3)[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:26])[CH2:7][N:8]1[C:16]2[C:11](=[C:12]([CH3:25])[CH:13]=[C:14]([OH:17])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 69280223(6-Benzyloxy-4-methyl-indol-1-yl)-acetic acid tert-butyl ester

Produkt 1

HCID 69280225(6-Hydroxy-4-methyl-indol-1-yl)-acetic acid tert-butyl esterAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of (6-benzyloxy-4-methyl-indol-1-yl)-acetic acid tert-butyl ester (140 mg, 0.4 mmol) in ethanol (14 ml) was hydrogenated over 10% palladium on charcoal (14 mg) at ambient temperature for 3 h. The catalyst was filtered off, the solvent evaporated under reduced pressure to give 100 mg (0.38 mmol, 96%) of the title compound as brown oil which was used in the next step without further purification.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-82e5786e519543298cfb33e45c014c0d
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265149B2

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