Dichloromethane → [3,5-bis(4-fluorobenzoyl)phenyl](4-fluorophenyl)methanone

HRID 1158210

反応式

HRID 1158210 の反応式
[C:1]1([C:13](Cl)=[O:14])[CH:6]=[C:5]([C:7](Cl)=[O:8])[CH:4]=[C:3]([C:10](Cl)=[O:11])[CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].ClCCl.[F:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O>[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:13]([C:1]2[CH:6]=[C:5]([C:7]([C:27]3[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=3)=[O:8])[CH:4]=[C:3]([C:10](=[O:11])[C:27]3[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=3)[CH:2]=2)=[O:14])=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 6344Dichloromethane2 回HCID 10008Fluorobenzene2 回HCID 78138Trimesoyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 3302339[3,5-bis(4-fluorobenzoyl)phenyl](4-fluorophenyl)methanone収率 70%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

5 g of 1,3,5-benzenetricarbonyltrichloride (18.8 mol), 6.7 g of aluminum chloride (50.0 mmol) and 50 mL of distilled dichloromethane (DCM) were put in a 250 mL round flask, which was stirred for 30 minutes at 25° C. for reaction in the presence of nitrogen. 20 mL of dichloromethane and 4.5 g of fluorobenzene (48.8 mmol) were added in 100 mL of Dropping funnel, and the fluorobenzene solution was dropped in the round flask drop by drop. The reaction mixture was stirred for 4 hours in the presence of nitrogen, to which 20 mL of distilled water was added. The reaction mixture was stirred further for more than 12 hours. The organic layer of the reaction mixture was extracted by using dichloromethane, and the organic solvent was eliminated, resulting in a crude product. The crude product was re-crystallized using ethanol to give white brancher [3,5-bis(4-fluorobenzoyl)phenyl](4-fluorophenyl) methanone (yield: 70%). The structure of the [3,5-bis(4-fluorobenzoyl)phenyl](4-fluorophenyl)methanone was confirmed by 1H-NMR, 13C-NMR spectrometry and elemental analysis.

後処理

  1. additionwas added
  2. stirringThe reaction mixture was stirred further for more than 12 hours
  3. extractionThe organic layer of the reaction mixture was extracted
  4. customresulting in a crude product
  5. customThe crude product was re-crystallized

出典と根拠

ORDレコード
ord-042bf47390bb40fd83c61f958c290906
出典データセット
uspto-grants-2010_10
特許番号
US07807759B2

関連ノート

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