3-(4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid dimethyl amide → 3-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indole

HRID 1860910

Reaktionsgleichung

Reaktionsgleichung von HRID 1860910
[CH3:1][N:2]([CH3:16])[C:3](=O)[CH2:4][CH2:5][C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][CH:7]=1>O1CCCC1>[CH3:16][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][CH:7]=1

Komponenten

3

Edukt 1

HCID 112182943-(4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid dimethyl amide

Produkt 1

HCID 111484413-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indoleAusbeute 27,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-(4,5,6,7-Tetrahydro-1H-indol-3-yl)-propionic acid dimethyl amide (7.7 g) and 13 g of borane-tetrahydrofuran complex in 50 mL of tetrahydrofuran was refluxed for 3 hours. The reaction was quenched with acetone and then water and evaporated to dryness. The residue was chromatographed on silica gel to give 2 g (20% yield) of 3-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indole as a yellow oil.

Aufarbeitung

  1. customThe reaction was quenched with acetone
  2. customwater and evaporated to dryness
  3. customThe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d19c663b0f1c40c980394c61f0fb26e1
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06531502B1

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