Thionyl Chloride → 2,3,5,6-Tetrafluorobenzoyl Chloride
Reaction equation
[F:1][C:2]1[C:10]([F:11])=[CH:9][C:8]([F:12])=[C:7]([F:13])[C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>>[Cl:16][C:4]([C:3]1[C:2]([F:1])=[C:10]([F:11])[CH:9]=[C:8]([F:12])[C:7]=1[F:13])=[O:5]Participants
3
Procedure
A mixture of 2,3,5,6-tetrafluorobenzoic acid (25 g) and thionyl chloride (40 cm3) was heated at the reflux temperature for 3 hours after which the excess thionyl chloride was removed by evaporation under reduced pressure to leave a residue of 1-chlorocarbonyl-2,3,5,6-tetrafluorobenzene. To this was added an excess of dry methanol and the mixture stirred for one hour at the ambient temperature. Removal of excess methanol by evaporation under reduced pressure gave methyl 2,3,5,6-tetrafluorobenzoate (19 g) as a mobile liquid.
Workup
- customwas removed by evaporation under reduced pressure
Sources & evidence
- ORD record
- ord-d2fa710f386d43c3b0960f8f8fe28e5f
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04853414
Reaction notes
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