Methane, dichloromethoxy- → 2-Formylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

HRID 650005ノート

反応式

HRID 650005 の反応式
[S:1]1[C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=[CH:2]1.Cl[CH:17]([O:19]C)Cl.[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[CH:17]([C:2]1[S:1][C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=1)=[O:19]

参加物

5

反応物 3

HCID 21004Methane, dichloromethoxy-HCID 6451240Aluminum(III) ChlorideHCID 18422172Thieno[2,3-b][1,5]benzoxazepin-4(5H)-one

生成物 1

HCID 184221402-Formylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one収率 55.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Thieno[2,3-b][1,5]benzoxazepin-4(5H)-one (1.9 g) was suspended in methylene chloride (20 ml) and dichloromethylmethyl ether (4.0 g) was added. To this reaction system was added aluminum chloride (4.6 g) under ice-cooling and the mixture was stirred for 15 minutes. The reaction mixture was poured into ice water-chloroform and the mixture was stirred at room temperature for 20 minutes. The aqueous layer was extracted 5 times with chloroform and the combined organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure and diisopropyl ether was added to the residue. The precipitated crystals were collected by filtration to give 2-formylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (1.2 g).

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 20 minutes
  3. extractionThe aqueous layer was extracted 5 times with chloroform
  4. dry with materialthe combined organic layer was dried over sodium sulfate
  5. customThe solvent was evaporated under reduced pressure and diisopropyl ether
  6. additionwas added to the residue
  7. filtrationThe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-6dbfef6b15ff49c0a27ad94d5e9a03dc
出典データセット
uspto-grants-2001_08
特許番号
US06271225B1

反応ノート

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