2-Chloroethanol → 3-(p-methoxybenzoyl)-N-(2-hydroxyethyl)indole

Participants

Reaction Conditions

Reaction Steps

5 g of 3-(p-methoxybenzoyl)indole were dissolved in 30 ml of dimethylformamide containing 1.3 g of sodium methoxide. 1.93 g of 2-chloroethanol was added to the solution followed by stirring at 110° C. for 1 hour. The solution was concentrated under reduced pressure and was extracted with 100 ml of chloroform and 50 ml of water. After evaporating the organic layer to dryness, the residue was recrystallized from ethanol to give 3-(p-methoxybenzoyl)-N-(2-hydroxyethyl)indole (compound 21). (Yield: 51%).

Provenance & Evidence