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P-Toluenesulfonamide → 2,5-Ditosyl-1,2,3,4,5,6-hexahydropyrrolo[3,4-c]pyrrole

HRID 1534643
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HRID 1534643 반응식
Br[CH2:2][C:3]([CH2:9]Br)=[C:4]([CH2:7]Br)[CH2:5]Br.[CH3:11][C:12]1[CH:13]=[CH:14][C:15]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:16][CH:17]=1.[H-].[Na+]>CN(C)C=O>[C:12]1([CH3:11])[CH:13]=[CH:14][C:15]([S:18]([N:21]2[CH2:7][C:4]3[CH2:5][N:21]([S:18]([C:15]4[CH:16]=[CH:17][C:12]([CH3:11])=[CH:13][CH:14]=4)(=[O:19])=[O:20])[CH2:9][C:3]=3[CH2:2]2)(=[O:20])=[O:19])=[CH:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6269P-ToluenesulfonamideHCID 24758Sodium hydrideHCID 353431,4-Dibromo-2,3-bis(bromomethyl)-2-butene

생성물 1

HCID 151922522,5-Ditosyl-1,2,3,4,5,6-hexahydropyrrolo[3,4-c]pyrrole수율 54.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

30 g of tetrakis (bromomethyl)ethylene and 30 g of p-toluene sulfonamide were dissolved in 400 ml of dimethylformamide. 150 g of potassium carbonate anhydride (or 50% sodium hydride 17 g) was added and then stirred at room temperature for 24 hours. Thereafter, this reaction mixture was distilled under vacuum to remove solvents. By adding 30 ml of water and 100 ml of ethylacetate, 17 g of the title compound was obtained as pale yellow powder (yield 50%).

후처리

  1. distillationThereafter, this reaction mixture was distilled under vacuum
  2. customto remove solvents
  3. additionBy adding 30 ml of water and 100 ml of ethylacetate

출처 및 근거

ORD 기록
ord-f03b5ab59fc34e3d83f05a355149e801
출처 데이터셋
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05089621

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