Methyl Acrylate → Methyl 3-(2-(methoxycarbonyl)vinyl)-4,7-dimethylindole-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

In 23 ml of anhydrous acetonitrile were dissolved 1.5 g (7.4 mmol) of methyl 4,7-dimethylindole-2-carboxylate and 7.6 ml of methyl acrylate. The air in the reaction system was substituted with nitrogen. After cooling the reaction mixture to 0° C., 1.66 g (7.4 mmol) of palladium acetate was added and the reaction mixture was stirred for 30 minutes. Stirring was further continued at room temperature for 19 hours. After addition of 60 ml of acetonitrile, the reaction mixture was subjected to Celite filtration. The filtrate was concentrated under reduced pressure and the solids thus obtained were purified by silica gel column chromatography to provide 680 mg of yellow crystals. Yield: 48%

Provenance & Evidence