Reaktion #6834

Reaktionsgleichung

Diisobutylaluminum hydride

2-(6-methoxy-1H-indol-3-yl)ethylamine

→

3-(2-amino-ethyl)-1H-indol-6-ol

Ausbeute 68.2%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting clear solution was refluxed for 10 h
2. 2
   Sonstigequenched by the careful addition of 20 mL of 1:1 methyl alcohol
3. 3
   Filtrationfiltered
4. 4
   Sonstigeto remove the precipitated aluminum salts
5. 5
   SonstigeThe solvent was evaporated

Vorschrift

Diisobutylaluminum hydride (1 M in toluene, 15 mL) was slowly added to a suspension of 2-(6-methoxy-1H-indol-3-yl)ethylamine (250 mg) in 20 mL of toluene. The resulting clear solution was refluxed for 10 h, then cooled to 0° C. and quenched by the careful addition of 20 mL of 1:1 methyl alcohol:water. The mixture was stirred for 15 min at rt and filtered to remove the precipitated aluminum salts. The solvent was evaporated to yield 158 mg of 3-(2-amino-ethyl)-1H-indol-6-ol.

Quelle