Indole → 7-(Benzyloxy)-1H-indole

HRID 54522

Reaktionsgleichung

Reaktionsgleichung von HRID 54522
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C([O:13][CH2:14][CH3:15])(=O)C>[Ni].C(O)C>[CH2:14]([O:13][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[NH:1][CH:2]=[CH:3]2)[C:15]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 798IndoleHCID 8857Ethyl Acetate

Produkt 1

HCID 2607987-(Benzyloxy)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Wet Raney nickel is added in portions to a stirred refluxing solution of 7-(benzyloxy)-3-methylthio)indole (4.0 g, 14.9 mmol) in ethyl acetate (100 ml) and ethanol (60 ml) until all the starting material has been consumed (by RP HPLC). The mixture is filtered, the filtrate evaporated and the residue chromatographed on silica in ethyl acetate-hexane (1:8) to give a pale oil.

Aufarbeitung

  1. customhas been consumed (by RP HPLC)
  2. filtrationThe mixture is filtered
  3. customthe filtrate evaporated
  4. customthe residue chromatographed on silica in ethyl acetate-hexane (1:8)
  5. customto give a pale oil

Quellen und Nachweise

ORD-Eintrag
ord-1390f576f6564c378bf76d8f0a770020
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622969

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