Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 67777697 | HCID 67777697 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86666291 | HCID 86666291 | — |
Reaction Steps
A mixture of methyl 3-(3,3-difluoro-2-hydroxypropoxy)isoxazole-5-carboxylate (370 mg), methanesulfonyl chloride (0.362 mL), triethylamine (0.652 mL) and THF (10 mL) was stirred at 0° C. for 1 hr, and then at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a colorless oil (432 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08729102B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-063c1edba7cd4f5d8c9db33ad33723dd |
|---|
| Source note | uspto-grants-2014_05 |
|---|