4-Chlorophenol → 4-Chloro-2-fluorophenol
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[F:9][B-](F)(F)F.F[N+]1C(C(Cl)(Cl)Cl)=CC=C(Cl)C=1Cl>>[F:9][C:6]1[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[OH:8]Participants
3
Conditions
- Temperature
- 45 °C
Procedure
The procedure of a) was used except that 0.64 g of 4-chlorophenol was employed, the fluorinating agent was 1.89 g of N-fluoro-2,3-dichloro-6-(trichloromethyl)pyridinium fluoroborate, and 40 ml of solvent was employed. There was a slight exotherm on mixing. The mixture was heated to 45° C. and allowed to react at that temperature for 3 hours. The mixture was then allowed to cool and the volatiles were removed by evaporation under reduced pressure. Analysis of the residue by standardized gas-liquid chromatography using a mass spectrometer detector indicated that the title product was present in 69 percent yield.
Workup
- additionon mixing
- customto react at that temperature for 3 hours
- temperatureto cool
- customthe volatiles were removed by evaporation under reduced pressure
Sources & evidence
- ORD record
- ord-1b7c64595f5d4e0fa0d4a5f088ed251a
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05116982
Reaction notes
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