Hydrochloric Acid → [4-(4-Fluorobenzoyl)phenyl]-(4-fluorophenyl)methanone

HRID 1885657ノート

反応式

HRID 1885657 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:15])[C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][CH:7]=1.[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>>[F:17][C:18]1[CH:23]=[CH:22][C:21]([C:5]([C:6]2[CH:14]=[CH:13][C:9]([C:10](=[O:11])[C:21]3[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=3)=[CH:8][CH:7]=2)=[O:15])=[CH:20][CH:19]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 7488Terephthaloyl chlorideHCID 10008FluorobenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 11141804[4-(4-Fluorobenzoyl)phenyl]-(4-fluorophenyl)methanone収率 88%

実験手順

Anhydrous aluminum chloride (80.0 g, 0.60 mol) was added to a stirred solution of terephthaloyl chloride (50.8 g, 0.25 mol) dissolved in fluorobenzene (235 ml, 2.5 mol) over a 10-15 minute period. The mixture was stirred at room temperature for one hour and then maintained at 70°-80° C. for four hours. After cooling, the reaction mixture was poured onto approximately 1000 g of ice containing 100 ml of concentrated hydrochloric acid. The resulting suspension was separated by decantation and washed several times with water. The organic layer was distilled to remove excess fluorobenzene and the solid residue collected by filtration, washed with water, and dried at 100° C. The crude solid was recrystallized from approximately 2000 ml of toluene to afford 70.7 g (88% yield) of 1,4-bis(4-fluorobenzoyl)-benzene; mp 218.5°-219.5° C.; Anal. Calcd for C20H12F2O2 : C, 74.53%; H, 3.75%; F, 11.179%. Found: C, 74.60%; H, 3.80%; F, 11.83%.

後処理

  1. temperaturemaintained at 70°-80° C. for four hours
  2. temperatureAfter cooling
  3. customThe resulting suspension was separated by decantation
  4. washwashed several times with water
  5. distillationThe organic layer was distilled
  6. customto remove excess fluorobenzene
  7. filtrationthe solid residue collected by filtration
  8. washwashed with water
  9. customdried at 100° C
  10. customThe crude solid was recrystallized from approximately 2000 ml of toluene

出典と根拠

ORDレコード
ord-0896f7a069114cef8c71882a43293ed7
出典データセット
uspto-grants-1992_09
特許番号
US05145937

反応ノート

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