Fluorobenzene → 3-Chloro-1-(4-fluorophenyl)-2-methylpropan-1-one

HRID 918289

Reaction equation

HRID 918289 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:12][CH2:13][CH:14]([CH3:18])[C:15](Cl)=[O:16]>>[Cl:12][CH2:13][CH:14]([CH3:18])[C:15]([C:9]1[CH:10]=[CH:11][C:6]([F:5])=[CH:7][CH:8]=1)=[O:16]

Participants

4

Reactant 3

HCID 10008FluorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 124174873-Chloro-2-methylpropanoyl chloride

Product 1

HCID 215218903-Chloro-1-(4-fluorophenyl)-2-methylpropan-1-one

Procedure

To a slurry of 22.7 g. (0.17 mole) of anhydrous aluminum chloride and 9.6 g. (0.10 mole) of fluorobenzene is added 14.1 g. (0.10 mole) of β-chloroisobutyrylchloride over 30 minutes at 20° to 25°C. The mixture is aged for 30 minutes at 20° to 25°C and then quenched in ice. The product is extracted into hexane. The hexane layer is dried over anhydrous sodium sulfate and concentrated in vacuo to give 3-chloro-4'-fluoro-2-methylpropiophenone.

Workup

  1. customquenched in ice
  2. extractionThe product is extracted into hexane
  3. dry with materialThe hexane layer is dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4c423730beba48a7a4ec648a407851e8
Source dataset
uspto-grants-1976_07
Patent number
US03970693

Linked notes

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