[5-(3-diethylamino-propyl)-1H-indol-2-yl]-methanol → 5-(3-diethylamino-propyl)-1H-indole-2-carbaldehyde

HRID 49054

Reaktionsgleichung

Reaktionsgleichung von HRID 49054
[CH2:1]([N:3]([CH2:18][CH3:19])[CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([CH2:16][OH:17])=[CH:10]2)[CH3:2]>ClCCl.[O-2].[Mn+2]>[CH2:18]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([CH:16]=[O:17])=[CH:10]2)[CH3:19]

Komponenten

4

Edukt 1

HCID 22042151[5-(3-diethylamino-propyl)-1H-indol-2-yl]-methanol

Produkt 1

HCID 220421145-(3-diethylamino-propyl)-1H-indole-2-carbaldehydeAusbeute 86,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 160959Manganese oxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Manganese oxide (3.75 g, 43.1 mmol) was added portionwise to [5-(3-diethylamino-propyl)-1H-indol-2-yl]-methanol (660 mg, 2.53 mmol) dissolved in dichloromethane (68 mL) under nitrogen at room temperature. The precipitate was filtered through celite, washing with hot dichloromethane. The filtrate was concentrated to give 563 mg (83%) of 5-(3-diethylamino-propyl)-1H-indole-2-carbaldehyde as a waxy brown solid.

Aufarbeitung

  1. filtrationThe precipitate was filtered through celite
  2. washwashing with hot dichloromethane
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-d60fafba983a46b6afe1da41a9ce5d74
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06706709B2

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