HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonate Ion → (2-(Trifluoromethyl)oxiran-2-yl)methyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonate Ion | HCID 19660 | — |
| Reactant | 3,3,3-Trifluoro-2-hydroxy-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)propyl 4-methylbenzenesulfonate | HCID 24809782 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-(Trifluoromethyl)oxiran-2-yl)methyl 4-methylbenzenesulfonate | HCID 24809749 | 98.4% |
Reaction Steps
A solution of the 3,3,3-trifluoro-2-hydroxy-2-({[(4-methylphenyl) sulfonyl]oxy}methyl)propyl 4-methylbenzenesulfonate (186.5 g, 398.5 mmol) in dichloromethane (2500 ml) was stirred under nitrogen whilst polymer supported carbonate resin (ex Fluke, ca. 3.5 mmoles carbonate/g resin) (232 g) was added. The mixture was stirred at room temperature overnight. The resin was filtered off and the resin was washed with dichloromethane. The combined filtrate and washings were concentrated under reduced pressure to give the title compound (116.2 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947727B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-63dea82ec74341deac3639a8e6f5aba2 |
| Source note | uspto-grants-2011_05 |