반응 #44843

반응 방정식

diethyl bromomalonate

diethyl bromomalonate

4-hydroxyindole

potassium carbonate

→

7

수율 45.0%

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

수율 45.0%

8

수율 21.0%

diethyl 2-(indol-4-yloxy)malonate

수율 21.0%

용매

acetone

acetone

반응 조건

후처리

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

실험 절차

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%).

출처