Phenylmethylsulfonyl Fluoride → Potassium alpha-toluenesulfonate
Reaction equation
[C:1]1([CH2:7][S:8](F)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si](C)(C)[O-:14].[K+:17]>O1CCCC1>[C:1]1([CH2:7][S:8]([O-:10])(=[O:14])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[K+:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The procedure of Example 1 was followed using α-toluenesulfonyl fluoride (2.0 g, 11.5 mmol) in dry tetrahydrofuran (15 mL), potassium trimethylsilanolate (1.48 g, 11.5 mmol) and dry tetrahydrofuran (45 mL), and 2 h of heating at reflux. Potassium α-toluenesulfonate (1.41 g, 58% yield) was isolated as a white solid: 1H NMR (D2O) δ 4.1 (s, CH2, 2H), 7.4 ppm (s, Ar--H's, 5H).
Workup
- temperatureof heating
- temperatureat reflux
Sources & evidence
- ORD record
- ord-38f5d19da7814e449f56363466a7475c
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04723016
Reaction notes
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