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

HRID 1158210

반응식

HRID 1158210 반응식
[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

참가 물질

6

반응물 4

HCID 6344Dichloromethane2회HCID 10008Fluorobenzene2회HCID 78138Trimesoyl chlorideHCID 6451240Aluminum(III) Chloride

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-042bf47390bb40fd83c61f958c290906
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807759B2

연결된 노트

불러오는 중…