Acetic Anhydride → 1-(2-Chlorophenyl)propan-2-one
Reaction equation
[Cl:1][C:2]1C=[C:4](CC(O)=O)[CH:5]=[CH:6][CH:7]=1.C(O[C:16](=[O:18])[CH3:17])(=O)C.[C:19]([O-])(=O)[CH3:20].[Na+]>O.Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:19]=1[CH2:20][C:16](=[O:18])[CH3:17]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
The general pathway for making compounds of Formula (I) is outlined above. In accordance with the general pathway, approximately 17 g of 0.1 mol 3-Chlorophenylacetic acid was refluxed in acetic anhydride (75 ml, 0.8 mol) and sodium acetate (8.2 g., 0.1 mol) for 2 days. The resulting mixture was allowed to cool to room temperature and diluted with water (150 ml). The organic layer was then refluxed in concentrated HCl (80 ml) for one hour, cooled to room temperature and then 200 ml of water was added to the mixture. The mixture was extracted with ethyl ether to produce 2-chlorphenyl acetone at about a 41% yield. The intermediate product had a boiling point of about 76° C.
Workup
- temperaturecooled to room temperature
- extractionThe mixture was extracted with ethyl ether
Sources & evidence
- ORD record
- ord-a10eab10f65f4443a6b9a4b0b36bfd4c
- Source dataset
- uspto-grants-2003_02
- Patent number
- US06518314B1
Reaction notes
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