Benzene → 4-Bromobutyryl chloride

HRID 1637061

Reaktionsgleichung

Reaktionsgleichung von HRID 1637061
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[Br:11][CH2:12][CH2:13][CH2:14][C:15]([Cl:17])=[O:16].Cl>>[Br:11][CH2:12][CH2:13][CH2:14][C:15]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:16].[Br:11][CH2:12][CH2:13][CH2:14][C:15]([Cl:17])=[O:16]

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 702254-Bromobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 2

HCID 702254-Bromobutyryl chlorideHCID 903564-Bromo-1-phenyl-1-butanone

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

A suspension solution of 3.9 g of benzene (50 mmol) and 1.33 g of aluminum chloride (10 mmol) was cooled to 10°C., and 1.95 g of 4-bromobutyryl chloride (purity: 95%, 10 mmol) was dropwise added to the above solution at the same temperature. After raising the temperature to 20 C. and stirring the mixture for two hours, the solution was added into a 10% aqueous solution of hydrochloric acid that had been cooled to 10° C. Then, after the aqueous phase was extracted with benzene and the organic phase was washed with diluted hydrochloric acid and brine, the solvent was removed by distillation under reduced pressure to give 4-bromobutyrophenone in a 84.7% yield from 4-bromobutyryl chloride.

Aufarbeitung

  1. temperatureAfter raising the temperature to 20 C
  2. extractionThen, after the aqueous phase was extracted with benzene
  3. washthe organic phase was washed with diluted hydrochloric acid and brine
  4. customthe solvent was removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-492b982cbe64438f99493bba81dafabe
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06037509

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