Reaktion #44843

Reaktionsgleichung

diethyl bromomalonate

diethyl bromomalonate

4-hydroxyindole

potassium carbonate

→

7

Ausbeute 45.0%

diethyl 2-bromo-2-(indol-4-yloxy)malonate

Ausbeute 45.0%

8

Ausbeute 21.0%

diethyl 2-(indol-4-yloxy)malonate

Ausbeute 21.0%

Lösungsmittel

acetone

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight

Vorschrift

A solution of 4-hydroxyindole (266 mg, 2 mmol) in acetone (20 mL) was cooled to 0° C. under nitrogen and anhydrous potassium carbonate (414 mg, 3 mmol) was added. A solution of commercial diethyl bromomalonate (92%; 520 mg, 2 mmol) in acetone (20 mL) was added dropwise. After stirring for 5 h at room temperature, more diethyl bromomalonate (92%; 520 mg) was added and the mixture was stirred at room temperature overnight. Work up and flash chromatography as above afforded 7 (360 mg, 45%) and 8 (123 mg, 21%).

Quelle