Indole → HCID 44596163, compound

Participants

Reaction Conditions

Reaction Steps

Indole (17.09 mmol, 2.0 grams) was taken in 1,2-dichloroethane (20 mL) in 100 mL three necked round-bottomed flask. Triethylamine (34.19 mmol, 3.45 grams) was added to it at 25° C. The above mixture was added to solution of 3-nitrobenzenesulfonyl chloride (25.64 mmol, 5.68 grams) (obtained from step (i)) and dichloromethane (25 mL), while maintaining the temperature below 10° C. The reaction mixture was then stirred for a period of 24 hours at 25° C. After the completion of reaction, the reaction mixture was poured onto ice-water mixture under stirring and the product was extracted with ethyl acetate (2×30 mL). The combined ethyl acetate extracts were then washed with water, brine and dried over anhydrous magnesium sulfate. The volatiles were removed under the reduced pressure to obtain 5.4 grams of thick syrupy mass, which was purified by column chromatography using silicagel (100-200 mesh), eluent being ethyl acetate and n-hexane (5:95),

Provenance & Evidence