Reaction equation
[F:1][C:2]([F:17])([S:13]([O-:16])(=[O:15])=[O:14])[C:3]([F:12])([F:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].[K+].[Br-].[CH2:20]([S+:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22]>O.CO>[F:17][C:2]([F:1])([S:13]([O-:16])(=[O:15])=[O:14])[C:3]([F:11])([F:12])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].[CH2:20]([S+:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:22]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
Potassium perfluorobutanesulfonate (60 g) was dissolved in a mixed solvent comprising 200 ml of water and 200 ml of methanol, and a solution obtained by dissolving 49.5 g of phenacyltetrahydrothiophenium bromide in 300 ml of water was added to the above solution. The aqueous solution was extracted twice with 200 ml of chloroform, the organic phase was washed with water and concentrated, thereby a crude product was obtained. Distilled water (300 ml) was added to the above-obtained product, followed by heating at 100° C. for 30 minutes and then cooling, thereby a solid product was precipitated. The precipitate was filtered and re-slurried with diisopropyl ether, thereby 77 g of phenacyltetrahydrothiophenium perfluorobutanesulfonate was obtained.
Workup
- customa solution obtained
- additionwas added to the above solution
- extractionThe aqueous solution was extracted twice with 200 ml of chloroform
- washthe organic phase was washed with water
- concentrationconcentrated
- customa crude product was obtained
- temperaturecooling
- customa solid product was precipitated
- filtrationThe precipitate was filtered and re-slurried with diisopropyl ether
Sources & evidence
- ORD record
- ord-19f779f8d65149fe8fe5ea29e4bab2a9
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06858370B2
Linked notes
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