HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Bis[4-(tert-butyl)phenyl](4-fluorophenyl)sulfonium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 1-Bromo-4-fluorobenzene | HCID 9993 | — |
| Reactant | 4,4'-Sulfinylbis(tert-butylbenzene) | HCID 18432118 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Bis[4-(tert-butyl)phenyl](4-fluorophenyl)sulfonium bromide | HCID 131733658 | 96.1% |
Reaction Steps
To a Grignard reagent prepared from 79 g of 1-bromo-4-fluorobenzene, 47 g of bis(4-tert-butylphenyl) sulfoxide obtained in Synthesis Example 1-2 and 150 g of methylene chloride were added. Under ice cooling, 49 g of trimethylsilyl chloride was added dropwise. The reaction solution was aged for 30 minutes, after which 105 g of 5 wt % dilute hydrochloric acid was added dropwise to quench the reaction. The organic layer was separated and concentrated in vacuum. Diisopropyl ether was added to the concentrate for recrystallization. The resulting crystals were collected by filtration and dried in vacuum, obtaining 68 g of the target compound, bis(4-tert-butylphenyl)(4-fluorophenyl)sulfonium bromide as white crystals. Yield 96%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09164384B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-dcc9fcd8002c4dda9d09c8a8d3bef71a |
| Source note | uspto-grants-2015_10 |