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

HRID 1090848
ノート
印刷プレビュー

反応式

HRID 1090848 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-34d9c7ca0e7941d09581c1980266221e
出典データセット
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05082951

反応ノート

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