Acetyl chloride → 1-[5-methoxy-1-(4-methoxyphenyl)-1-H-indol-3-yl]-ethanone

Participants

Reaction Conditions

Reaction Steps

5-Methoxy-1-(4-methoxyphenyl)-1-H-indole (50 mg, 0.2 mmol), prepared by the method of example 1C, was dissolved in 1 mL of CH2Cl2 at 0° C. Et2AlCl (300 μL, 1M in hexanes, 0.3 mmol) was then added. After stirring at 0° C. for 30 min, a solution of acetyl chloride (22 μL, 0.3 mmol) in 1 mL of CH2Cl2 was added dropwise. This was stirred at 0° C. for a further 90 min. The reaction mixture was quenched with H2O and was extracted with CH2Cl2 and concentrated in vacuo. Purification by column chromatography on silica gel EtOAc/CH2Cl2 (5/95) yielded the title compound as a white solid (42 mg, 71%).

Provenance & Evidence