Acetic Acid → Phenol, 2-fluoro-, acetate
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[C:9](O)(=[O:11])[CH3:10]>S(Cl)(Cl)=O>[C:9]([O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])(=[O:11])[CH3:10]Participants
4
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
2-Fluorophenol (99.4 g, 886.7 mmol) was stirred in thionyl chloride (71.2 mL) and acetic acid (51 mL) added. After the initial reaction had subsided the mixture was heated to reflux for 4 hours. The solution was then heated at 150° C. overnight. The resulting dark solution was distilled under reduced pressure at an oil bath temperature of 190° C. to give the title compound as a pale yellow oil (120.9 g, 784.4 mmol).
Workup
- customAfter the initial reaction
- temperaturewas heated
- temperatureto reflux for 4 hours
- distillationThe resulting dark solution was distilled under reduced pressure at an oil bath temperature of 190° C.
Sources & evidence
- ORD record
- ord-b567c8675b3744318ba9586de73a7f70
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06506901B2
Reaction notes
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