HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(2,6-Dichloro-3-fluorophenyl)ethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-(2,6-Dichloro-3-fluorophenyl)ethan-1-ol | HCID 16770068 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2,6-Dichloro-3-fluorophenyl)ethyl methanesulfonate | HCID 58532496 | 71% |
Reaction Steps
1-(2,6-dichloro-3-fluorophenyl)ethanol (5.2 g, 24.9 mmol), methanesulfonyl chloride (6.3 g, 55 mmol, 2.2 eq), and triethylamine (6.1 g) were stirred in 50 ml of DCM and 12 ml of DMF at room temperature overnight. Water and DCM were added, and the layers were separated. The aqueous layer was extracted with DCM. The combined organic layers were dried, evaporated and chromatographed (EtOAc/Hexanes 1:10) to give an oil, 5.11 g, in 71% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912330B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-3b51b375d3ce4411929983ceda3eb78b |
| Source note | uspto-grants-2014_12 |