Fluorobenzene → 2-Bromo-1-(4-fluorophenyl)-2-methylpropan-1-one

HRID 267834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 267834
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[BrH:12].CN([CH2:16][CH:17]([CH3:21])[C:18](Br)=[O:19])C>C(=S)=S>[Br:12][C:17]([CH3:21])([CH3:16])[C:18]([C:9]1[CH:10]=[CH:11][C:6]([F:5])=[CH:7][CH:8]=1)=[O:19]

Komponenten

5

Edukt 3

HCID 10008FluorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 21554323alpha-(Dimethylaminomethyl)propionyl bromide hydrobromide

Produkt 1

HCID 131131752-Bromo-1-(4-fluorophenyl)-2-methylpropan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6348Carbon DisulfideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A slurry of 14 g. (0.105 mole) of anhydrous aluminum chloride in 14.4 g. (0.150 mole) of fluorobenzene and 24 ml. of carbon disulfide is cooled to 15°C. To it is added 0.100 mole of α-(dimethylaminomethyl)propionyl bromide hydrobromide over 10-15 minutes at 15°-20°C. The reaction is stirred for five minutes at 20°C and then quenched on ice. The product is extracted into chloroform. The chloroform layer is washed with aqueous sodium bicarbonate, dried over anhydrous sodium sulfate and concentrated to give 2-bromo-4'-fluoro-2-methylpropiophenone.

Aufarbeitung

  1. customquenched on ice
  2. extractionThe product is extracted into chloroform
  3. washThe chloroform layer is washed with aqueous sodium bicarbonate
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-eabe8bbce9fb4913b337f50645ee75ed
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03944600

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