Fluorobenzene → 4-Fluoro-4'-(phenylethynyl)benzophenone

HRID 1158547

Reaktionsgleichung

Reaktionsgleichung von HRID 1158547
Br[C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.F[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Br[C:25]1C=CC(C(Cl)=O)=C[CH:26]=1.[Cl-].[Al+3].[Cl-].[Cl-]>>[F:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]([C:5]2[CH:15]=[CH:16][C:2]([C:25]#[C:26][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:3][CH:4]=2)=[O:7])=[CH:9][CH:10]=1

Komponenten

5

Edukt 4

HCID 10008FluorobenzeneHCID 685154-Bromobenzoyl chlorideHCID 74951(4-Bromophenyl)(4-fluorophenyl)methanoneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 40956574-Fluoro-4'-(phenylethynyl)benzophenone

Versuchsvorschrift

4-bromo-4′-fluorobenzophenone: fluorobenzene (6.89 g, 71.7 mmol), 4-bromobenzoyl chloride (7.86 g, 35.8 mmol), and aluminum chloride (4.78 g, 35.8 mmol) were combined and stirred for 24 h at room temperature. The resulting mixture was poured over ice, and then filtered. The solid was dissolved in hot ethanol, treated with decolorizing charcoal, and filtered; white crystals of the title compound formed upon cooling of the ethanol solution and were isolated by filtration.

Aufarbeitung

  1. additionThe resulting mixture was poured over ice
  2. filtrationfiltered
  3. dissolutionThe solid was dissolved in hot ethanol
  4. additiontreated with decolorizing charcoal
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-791b65999ffc4c9597c9fd8e1a11e6c2
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07811499B2

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