(1H-indol-2-yl)methanol → Indole-2-carboxaldehyde

HRID 259823

Reaktionsgleichung

Reaktionsgleichung von HRID 259823
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH2:10][OH:11]>C(Cl)Cl.O=[Mn]=O>[CH:10]([C:2]1[NH:1][C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:11]

Komponenten

4

Edukt 1

HCID 98783(1H-indol-2-yl)methanol

Produkt 1

HCID 96389Indole-2-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A total of 1.76 g of 2-indolemethanol was dissolved in dry CH2Cl2 (20 mL) at room temperature and stirred overnight with MnO2 (2.1 g, 24 mmol). The mixture was filtered through Celite, the filtrate was evaporated under reduced pressure, and the product was purified by flash chromatography (CH2Cl2). Yield: 1.31 g (75%), 1H NMR (CDCl3): δ7.1-7.5 (m, 4H), 7.76 (d, 1H, J=7.8 Hz), 9.41 (br s, 1H), 9.86 (s, 1H).MS EI): m/z 145 (M+).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate was evaporated under reduced pressure
  3. customthe product was purified by flash chromatography (CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-60ef377f2f62446ba45f801c0bb4075c
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05523411

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