Phosphorus oxychloride → 1H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-

Participants

Reaction Steps

To 150 ml of dimethylformamide 46 ml of phosphorus oxychloride were added dropwise care being taken that the temperature of the reaction mixture did not rise above 20°C. Subsequently to the obtained mixture 103.5 g of 1-methyl-2-phenylindole dissolved in 200 ml of dimethylformamide were added dropwise. During the addition the reaction mixture was kept at a temperature in the range of 20° to 40°C and thereupon for 1 hour kept between 40° and 45°C. Then the reaction mixture was poured into a solution of 490 g of sodium acetate dissolved in 500 ml of water to which 500 g of ice were added. The precipitated aldehyde was separated by suction, washed with water and methanol.

Provenance & Evidence