HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexachloroethane → 2-(4-(Cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexachloroethane | HCID 6214 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(cyclopropylmethoxy)-N-(2,4-dihydroxyphenyl)-3,5-difluorobenzamide | HCID 86731259 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-(Cyclopropylmethoxy)-3,5-difluorophenyl)-1,3-benzoxazol-6-ol | HCID 86731258 | 53.7% |
Reaction Steps
To a solution of 4-(cyclopropylmethoxy)-N-(2,4-dihydroxyphenyl)-3,5-difluorobenzamide (3.78 g), hexachloroethane (6.67 g) and triphenylphosphine (7.39 g) in acetonitrile (50 mL) was added triethylamine (3.42 mL), and the mixture was stirred at room temperature for 15 min, and then with heating at 80° C. for 1 hr. The reaction mixture was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.92 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133129B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-12472fa7466f4911b0df55692bf85819 |
| Source note | uspto-grants-2015_09 |