Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | 12030-88-5 | HCID 61541 | — |
| Reactant | HCID 23133109 | HCID 23133109 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86750013 | HCID 86750013 | 54% |
Reaction Steps
(Tolyl)diphenylsulphonium hexafluorophosphate (1.08 g, 2.57 mmol) is dissolved with stirring in methanol (40 ml). The resulting solution is cooled in an icewater bath while solid potassium superoxide (2.20 g, 31 mmol) is added slowly (with evolution of oxygen). After stirring for a further 15 minutes, a solution of p-toluenesulphonyl chloride (2.38 g, 12.5 mmol) in 30 ml methanol is added dropwise over 20-30 minutes. The reaction mixture is stirred for a further 30 min. After this time the mixture is filtered under vacuum. The residue is washed with methanol and the combined filtrate evaporated under reduced pressure. The resulting solid is slurried with water, filtered, and washed with water and ether, to give (tolyl)diphenylsulphoxonium hexafluorophosphate (0.6 g, 54 %) identical with authentic material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05576461 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-92574755fd0f46f2820f3fdb8cc4b229 |
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| Source note | uspto-grants-1996_11 |
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