Hydrochloric Acid → 3-[4-(4-Methylphenylmethoxy)-3-(3-chloropropoxy)benzoyl]-1-(phenylsulfonyl)indole

Participants

Reaction Steps

3-[4-Hydroxy-3-(3-chloropropoxy)benzoyl]-1-(phenylsulfonyl)indole (0.72 g) obtained in Step 1 was dissolved in N,N-dimethylformamide (7 ml). α-bromo-p-xylene (0.37 g) and potassium carbonate (0.28 g) were added to the resultant solution and stirred for 2 hours at room temperature. 2N HCl was added to the reaction mixture, followed by extraction with ethyl acetate. The resultant extract was sequentially washed with saturated sodium bicarbonate solution and brine and then dried. The solvent was distilled off. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1), obtaining 0.49 g of 3-[4-(4-methylphenylmethoxy)-3-(3-chloropropoxy)benzoyl]-1-(phenylsulfonyl)indole as a yellow oily substance.

Provenance & Evidence