4-Fluorobenzoyl chloride → 4-Fluoro-4'-methylbenzophenone

HRID 1421552Notes

Reaction equation

HRID 1421552 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[F:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([C:6]2[CH:14]=[CH:13][C:9]([CH3:10])=[CH:8][CH:7]=2)=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 47290124-Fluoro-4'-methylbenzophenoneYield 148%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

Into a toluene suspension (200 ml) of aluminum chloride (26 g), a toluene solution (50 ml) of p-fluorobenzoyl chloride (16 g) was dropwise added at a room temperature. Subsequently, the mixture was stirred for 20 hours at a room temperature, and then carefully poured into ice-water. Toluene (200 ml) was added thereto, and then the organic layer was separated, and washed successively with aqueous 2N hydrochloric acid solution, water and aqueous saturated sodium chloride solution, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 4-fluoro-4'-methylbenzophenone (16 g).

Workup

  1. customthe organic layer was separated
  2. washwashed successively with aqueous 2N hydrochloric acid solution, water and aqueous saturated sodium chloride solution
  3. dry with materialby drying over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-97caa29cd5ce4b159b832e9908340dbe
Source dataset
uspto-grants-2000_06
Patent number
US06077866

Reaction notes

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