Reaktion #70699

Reaktionsgleichung

DEAD

6-hydroxy-1-isopropyl-1H-indole-4-carboxylic acid methyl ester

2-dimethylamino-ethanol

PPh3

→

title compound

Ausbeute 60.2%

6-(2-Dimethylamino-ethoxy)-1-isopropyl-1H-indole-4-carboxylic acid methyl ester

Ausbeute 60.2%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturTo a cooled
2. 2
   SonstigeReaction mixture
3. 3
   Einengenwas concentrated under reduced pressure
4. 4
   Sonstigethe residue was purified by column chromatography
5. 5
   Waschenby eluting with 2% MeOH in chloroform

Vorschrift

To a cooled (0° C.) mixture of 6-hydroxy-1-isopropyl-1H-indole-4-carboxylic acid methyl ester (700 mg, 3 mmol), 2-dimethylamino-ethanol (320 mg, 3.60 mmol) and PPh3 (948 mg, 3.60 mmol) in THF (10 mL) was added DEAD (620 mg, 3.60 mmol) and stirred for 16 h at RT. Reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography by eluting with 2% MeOH in chloroform to afford the title compound (550 mg, 60%) as colorless gum. LCMS (ES+): m/z=305.36 [M+H].

Quelle