Potassium Carbonate → HCID 86673269, compound
Reaction equation
[F:1][C:2]([F:18])([C:14]([F:17])([F:16])[F:15])[CH2:3][CH2:4][S:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:7])=[O:6].[F:19][C:20]([S:23][CH2:24][CH2:25]OS(C(F)(F)F)(=O)=O)([F:22])[F:21].C(=O)([O-])[O-].[K+].[K+]>COCCOC.O>[F:18][C:2]([F:1])([C:14]([F:15])([F:16])[F:17])[CH2:3][CH2:4][S:5]([CH:8]([CH2:25][CH2:24][S:23][C:20]([F:22])([F:21])[F:19])[C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:6])=[O:7]Participants
6
Procedure
A mixture of ethyl (3,3,4,4,4-pentafluoro-butane-1-sulfonyl)-acetate (J. Fluorine Chem. 1985, 28(4), 425-440) (2.00 g, 6.70 mmol), trifluoro-methanesulfonic acid 2-trifluoromethylsulfanyl-ethyl ester (1.50 g, 5.36 mmol), and potassium carbonate (2.77 g, 5.36 mmol) in 1,2-dimethoxyethane (100 mL) was stirred overnight at room temperature under nitrogen. The reaction mixture was diluted with H2O (200 mL) and extracted with ethyl acetate (2×150 mL). The combined organic extracts were washed with brine (200 mL), dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, hexanes/CH2Cl2 1:1) to provide compound II-3 (0.28 g, 37%) as a white solid.
Workup
- extractionextracted with ethyl acetate (2×150 mL)
- washThe combined organic extracts were washed with brine (200 mL)
- dry with materialdried over Na2SO4
- concentrationconcentrated under reduced pressure
- customThe residue was purified by column chromatography (SiO2, hexanes/CH2Cl2 1:1)
- customto provide compound II-3 (0.28 g, 37%) as a white solid
Sources & evidence
- ORD record
- ord-c604ad50f3a6404cb864b350f6a17574
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846569B2
Reaction notes
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