반응 #1929102

반응 방정식

Diisopropylethylamine

piperazine-1-carboxylic acid tert-butyl ester

4-nitrophenyl sulfonyl chloride

→

title compound

수율 97.8%

4-(4-Nitro-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

수율 97.8%

용매

DCM

DCM

반응 조건

후처리

1. 1
   세척washed with water (100 ml), saturated NaHCO3 (100 ml) and HCl (100 ml, 2M)
2. 2
   기타The organic layer was separated
3. 3
   건조dried (MgSO4)
4. 4
   여과filtered
5. 5
   농축concentrated under vacuum

실험 절차

Diisopropylethylamine (7.8 ml, 45 mmol) was added in one portion to a stirred solution of piperazine-1-carboxylic acid tert-butyl ester (7.6 g, 41 mmol) in DCM (100 ml) at room temperature. To this mixture was added 4-nitrophenyl sulfonyl chloride (10.0 g, 45 mmol) in one portion and the mixture was stirred at room temperature under a nitrogen atmosphere for 1 hour. After this time the mixture was diluted with DCM (50 ml) and washed with water (100 ml), saturated NaHCO3 (100 ml) and HCl (100 ml, 2M). The organic layer was separated, dried (MgSO4), filtered and concentrated under vacuum to give the title compound (14.9 g, 89% yield) as a white solid. δH (500 MHz, DMSO) 8.45 (2H, d), 7.97 (2H, d), 3.34 (4H, obscured), 2.96-2.92 (4H, m), 1.33 (9H, s). Tr=1.91 min m/z (ES+) ([(M−100)+H]+) 272.

출처