Acetyl chloride → 1-(4-Chloro-2-fluoro-5-methylphenyl)ethan-1-one
Reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[CH3:13].[Cl-].[Al+3].[Cl-].[Cl-]>Cl>[CH3:13][C:7]1[CH:8]=[C:9]([C:1]([CH3:2])=[O:3])[C:10]([F:12])=[CH:11][C:6]=1[Cl:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
At 60° C., 157 g of acetyl chloride were added dropwise to a mixture of 250 g of 2-chloro-4-fluorotoluene and 267 g of aluminum chloride. The reaction mixture was stirred at 120° C. for 2 hours and then, while still at 100° C., poured onto 2 l of an ice/water mixture. 180 ml of concentrated hydrochloric acid were subsequently stirred into the resulting mixture. The product was then extracted using three times 200 ml of dichloromethane. The organic phase was then washed with 200 ml of water, dried over sodium sulfate and finally concentrated. Yield: 290 g; oil.
Workup
- extractionThe product was then extracted
- washThe organic phase was then washed with 200 ml of water
- dry with materialdried over sodium sulfate
- concentrationfinally concentrated
Sources & evidence
- ORD record
- ord-56e843515cb84acab58e1c2333dc5328
- Source dataset
- uspto-grants-2000_11
- Patent number
- US06150303
Reaction notes
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