HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,4,5-Trifluorophenoxy)ethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-(2,4,5-Trifluorophenoxy)ethanol | HCID 69365088 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2,4,5-Trifluorophenoxy)ethyl methanesulfonate | HCID 86591619 | 99.8% |
Reaction Steps
Triethylamine (1.8 mL, 13.2 mmol) was added to a cold (0° C.) solution of a mixture of the 2-(2,4,5-trifluorophenoxy)ethanol (1.3 g, 6.6 mmol; from Step 3) and methanesulfonyl chloride (0.61 mL, 7.9 mmol) in dichloromethane (40 mL). After being stirred for 1.5 h, water was added and the mixture was concentrated. The residue was dissolved in EtOAc and the solution was washed with 1 M KHSO4, then with brine, dried (Na2SO4) and concentrated to give 1.78 g (quantitative yield) of the title compound as an orange oil. NMR analysis supports the stated structure. This material was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244722B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-38a0eec9f1b943ec8b7405b5378da041 |
| Source note | uspto-grants-2007_07 |