Pyrrole → Phenyl(1H-pyrrol-2-YL)methanone

HRID 1090813

반응식

HRID 1090813 반응식
CN(C)[C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(Cl)(=O)C(Cl)=O.[NH:18]1[CH:22]=[CH:21][CH:20]=[CH:19]1.C([O-])(=O)C.[Na+]>ClCCCl>[C:3]([C:19]1[NH:18][CH:22]=[CH:21][CH:20]=1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 8027PyrroleHCID 11916N,N-DimethylbenzamideHCID 65578Oxalyl chlorideHCID 517045Sodium Acetate

생성물 1

HCID 24370Phenyl(1H-pyrrol-2-YL)methanone

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a solution of N,N-dimethylbenzamide (48.0 g, 0.32 mol) in 1,2-dichloroethane (500 mL) was added oxalyl chloride (48.0 g, 0.38 mol). The reaction mixture was stirred for 24 hours at room temperature. To the reaction mixture was then added pyrrole (22.0 g, 0.33 mol). The reaction mixture was again stirred for 24 hours at room temperature. Aqueous sodium acetate (20%, 200 mL) was added to the reaction mixture and vigorous stirring was continued for 24 hours at room temperature. The organic layer was filtered through a silica gel column and concentrated under reduced pressure to yield 2-benzoylpyrrole which was used without further purification. Yield 43.0 g (80%).

후처리

  1. stirringThe reaction mixture was again stirred for 24 hours at room temperature
  2. stirringvigorous stirring
  3. waitwas continued for 24 hours at room temperature
  4. filtrationThe organic layer was filtered through a silica gel column
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e746dad9e6dd4130beed9abcf7de8e82
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05082950

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