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

HRID 1090813

反応式

HRID 1090813 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-e746dad9e6dd4130beed9abcf7de8e82
出典データセット
uspto-grants-1992_01
特許番号
US05082950

関連ノート

読み込み中…