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Tetrahydrofuran → 2-Benzoyl-[3-bromo-3,3-di(ethoxycarbonyl)propyl]pyrrole

HRID 1090848
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HRID 1090848 반응식
[C:1]([C:9]1[NH:10][CH:11]=[CH:12][C:13]=1[CH2:14][CH2:15][CH:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCCC1.[H-].[Na+].[Br:34]N1C(=O)CCC1=O>O>[C:1]([C:9]1[NH:10][CH:11]=[CH:12][C:13]=1[CH2:14][CH2:15][C:16]([Br:34])([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 67184N-bromobutanimideHCID 539586972-Benzoyl-[3,3-di(ethoxycarbonyl)propyl]pyrrole

생성물 1

HCID 536828702-Benzoyl-[3-bromo-3,3-di(ethoxycarbonyl)propyl]pyrrole

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cold solution of a compound of formula IV, preferably 2-benzoyl-[3,3-di(ethoxycarbonyl)propyl]pyrrole, in an aprotic polar solvent, such as tetrahydrofuran, is added a slight excess of a strong base, preferably sodium hydride. The reaction mixture is allowed to stir for about 30 minutes. To the reaction mixture is then added a halogenating agent, preferably N-bromosuccinimide. The reaction mixture is allowed to stir until complete The mixture is poured into water and extracted with an aprotic polar solvent, such as diethyl ether. The organic layers are combined, washed with water and brine, dried, and concentrated under reduced pressure. The residue may be purified by conventional means to produce a compound of formula VII, preferably 2-benzoyl-[3-bromo-3,3-di(ethoxycarbonyl)propyl]pyrrole.

후처리

  1. stirringto stir until complete The mixture
  2. extractionextracted with an aprotic polar solvent, such as diethyl ether
  3. washwashed with water and brine
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue may be purified by conventional means

출처 및 근거

ORD 기록
ord-34d9c7ca0e7941d09581c1980266221e
출처 데이터셋
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05082951

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