Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanethiol | HCID 878 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (4-Fluorophenyl)(diphenyl)sulfanium trifluoromethanesulfonate | HCID 16213837 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23133064 | HCID 23133064 | 67.5% |
Reaction Steps
26.7 g of 4-fluorophenyl diphenylsulfonium trifluoromethanesulfonate was dissolved in 200 g of dichloromethane in a reaction flask, in which the atmosphere was replaced with nitrogen. 200 g of 10 wt % sodium hydroxide aqueous solution, 5.8 g of tetra-n-butylammonium bromide, and 6.71 g of methanethiol were added. The mixture was stirred for 30 minutes at room temperature and transferred to a separatory funnel, shaken, and allowed to stand still. The water layer was removed. After the addition of 300 ml of distilled water, the mixture was shaken again and allowed to stand still. The water layer was removed. The resulting dichloromethane solution was dried using anhydrous magnesium sulfate and filtered. After evaporating dichloromethane from the dried solution, the residual liquid was dried under reduced pressure to obtain 19.2 g of 4-methylthiophenyl diphenylsulfonium trifluoromethane sulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217492B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-6c7f08708c60473487b030394cf85bcf |
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| Source note | uspto-grants-2007_05 |
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