Hydrochloric Acid → 1-(4-Bromo-2,5-difluorophenyl)ethan-1-one

HRID 1461375

Reaktionsgleichung

Reaktionsgleichung von HRID 1461375
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[Br:9].[Cl-].[Al+3].[Cl-].[Cl-].[C:14](Cl)(=[O:16])[CH3:15].Cl>>[CH3:15][C:14]([C:6]1[C:5]([F:8])=[CH:4][C:3]([Br:9])=[C:2]([F:1])[CH:7]=1)=[O:16]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 678622-Bromo-1,4-difluorobenzeneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 99916531-(4-Bromo-2,5-difluorophenyl)ethan-1-oneAusbeute 76 %

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

To a stirred mixture of 20 g 2,5-difluorobromobenzene and 35.2 g aluminum chloride under nitrogen at 60° C. was added dropwise 11.2 ml acetyl chloride. The reaction mixture was stirred at 95° C. for 90 min. and then poured over 250 g ice followed by 17 ml concentrated hydrochloric acid. The aqueous mixture was extracted with ether, and the extracts washed with sodium chloride solution and concentrated. The residue (23.6 g) was distilled in vacuo to give 18.4 g (76%) 4-bromo-2,5-difluoroacetophenone, b.p. 65° C. (0.1 mm).

Aufarbeitung

  1. extractionThe aqueous mixture was extracted with ether
  2. washthe extracts washed with sodium chloride solution
  3. concentrationconcentrated
  4. distillationThe residue (23.6 g) was distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5c450a7c40c84a15ae114145587651b6
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05075319

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