5,6-Bis(phenylmethoxy)-1H-indole → 5,6-Dihydroxyindole

HRID 1440372

Reaktionsgleichung

Reaktionsgleichung von HRID 1440372
C([O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[O:14]C(=O)C)[NH:10][CH:9]=[CH:8]2)(=O)C.C(OC1C=C2C(=CC=1OCC1C=CC=CC=1)NC=C2)C1C=CC=CC=1>[Fe].C(O)(=O)C>[OH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[OH:14])[NH:10][CH:9]=[CH:8]2

Komponenten

5

Edukt 2

HCID 209205,6-Bis(phenylmethoxy)-1H-indole2×HCID 38058835,6-Diacetoxyindole

Produkt 1

HCID 1146835,6-Dihydroxyindole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

In a first stage, 5,6-diacetoxyindole and 5,6-dibenzyloxyindole are prepared by means of a cyclizing reduction. In the case of 5,6-dibenzyloxyindole the cyclizing reduction is carried out using iron in the presence of acetic acid. In a second stage, 5,6-dihydroxyindole is obtained:

Quellen und Nachweise

ORD-Eintrag
ord-09fff855d438491f9b2d7b87c9222daf
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05498746

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