HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4-Bromo-1-methanesulfonyl-2-(trifluoromethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-(trifluoromethoxy)thiophenol | HCID 2736425 | — |
| Reactant | 4-Bromo-2-(trifluoromethoxy)thioanisole | HCID 18711473 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 4-Bromo-1-methanesulfonyl-2-(trifluoromethoxy)benzene | HCID 53418035 | — |
Reaction Steps
Following the method of example 9a, reaction of 4-bromo-2-trifluoromethoxy-benzenethiol (1.0 g, 3.48 mmol) with iodomethane (0.238 mL, 3.82 mmol) and potassium carbonate (0.528 g, 3.82 mmol) in 13 mL acetone, followed by oxidation as described in example 39c, using 4-bromo-1-methylsulfanyl-2-trifluoromethoxy-benzene (0.78 g, 2.72 mmol) and oxone® (2.17 g, 3.54 mmol), stirring over night at r.t., addition of oxone® (0.84 g, 1.37 mmol), stirring over night at r.t., addition of oxone® (0.84 g, 1.37 mmol) and stirring over three days at r.t. affords the title compound without further chromatography as a white solid (0.81 g). MS (m/e): 320 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576108B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-5b68ea12096e497bbccaaf09405d7928 |
| Source note | uspto-grants-2009_08 |