반응 #1929098

반응 방정식

4-(4-Nitro-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester

ethanol

ammonium chloride

→

title compound

수율 89.0%

4-(4-Amino-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester

수율 89.0%

용매

water

반응 조건

후처리

1. 1
   온도After this time, the reaction mixture was cooled to room temperature
2. 2
   여과filtered through a pad of celite
3. 3
   세척the celite was washed with ethanol (10 ml) and ethyl acetate (50 ml)
4. 4
   농축the solution was concentrated under vacuum
5. 5
   기타The resulting residue was partitioned between DCM (50 ml) and water (20 ml)
6. 6
   기타the organic layer was separated
7. 7
   건조dried with MgSO4
8. 8
   여과filtered
9. 9
   농축concentrated

실험 절차

4-(4-Nitro-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester (1.82 g, 4.5 mmol) was suspended in a 5:1 mixture of ethanol and water (30 ml). To this solution was added iron powder (0.65 g, 11.7 mmol) followed by saturated ammonium chloride solution (1 ml) and the mixture was heated to 80° C. for three hours. After this time, the reaction mixture was cooled to room temperature and filtered through a pad of celite, the celite was washed with ethanol (10 ml) and ethyl acetate (50 ml) and the solution was concentrated under vacuum. The resulting residue was partitioned between DCM (50 ml) and water (20 ml), the organic layer was separated, dried with MgSO4, filtered and concentrated to afford the title compound (1.5 g, 89% yield) as a white solid. Tr=1.29 min, m/z (ES+) (M+H)+ 376

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