2-Chloroethanol → 3-[p-(2-Hydroxyethoxy)benzoyl]indole

Participants

Reaction Steps

7 g of 3-(p-hydroxybenzoyl)indole and 1.44 g of sodium hydroxide were dissolved in 200 ml of a mixture of ethanol and water (ethanol:water=1:1). 2.85 g of 2-chloroethanol was added to the solution followed by reflux for 3 hours in oil bath. The solvent was evaporated to dryness and the residue was extracted with water-ethyl acetate. The organic layer obtained was purified by column chromatography on silica gel to give a crude product. It was recrystallized from ethyl acetate to obtain 3-[p-(2-hydroxyethoxy)benzoyl]indole (compound 15) in the form of white needle crystals. (Yield: 54%).

Provenance & Evidence