Water → HCID 59456112, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(3-Nitrobenzenesulfonyl)indole (6.62 mmoles, 2.0 g) in 10 mL of ethanol in 50 mL three necked round bottomed flask, was added (33.11 mmoles, 1.85 g) of iron powder at 25° C. To the above mixture was added 2 mL water and 1-2 drops of hydrochloric acid. The reaction mixture was then stirred for 4 hour at 75-80° C. After the completion of reaction (TLC), the reaction mixture was filtered through buchner funnel and residue was washed with 20 mL×2 portions of hot ethanol. Combined ethanol layer was distilled under vacuum, the residue was quenched in 30 mL ice-cold water and basified with 40% sodium hydroxide solution. Aqueous layer was extracted with dichloromethane (50 mL×3). The combined dichloromethane extracts were then washed with water, brine and dried over anhydrous magnesium sulfate. The volatiles were removed under the reduced pressure to obtain 2.4 g crude thick oil. This compound was purified on column using neutral silica and n-hexane to 40% ethylacetate:n-hexane as eluent.

Provenance & Evidence