反应详情

1-Ethyl-6-methoxy-1H-indole (900 mg, 5.14 mmol) is dissolved in DMF (1.5 mL). This is added dropwise to an ice-cold solution of POCl3 (500 μL, 5.2 mmol) in DMF (1.75 ml). After stirring at room temperature for 90 minutes, the reaction mixture is re-cooled in an ice bath and is slowly quenched with 6N NaOH (4 mL). The reaction mixture is partitioned between EtOAc and H2O. Purification by silica gel chromatography (EtOAc/CH2Cl2, 5/95) yields 1-ethyl-6-methoxy-1H-indole-3-carbaldehyde (849 mg, 81%) as a yellow solid.

1. temperaturethe reaction mixture is re-cooled in an ice bath
2. customis slowly quenched with 6N NaOH (4 mL)
3. customThe reaction mixture is partitioned between EtOAc and H2O
4. customPurification by silica gel chromatography (EtOAc/CH2Cl2, 5/95)