HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (+)-Epichlorohydrin | HCID 149428 | — |
| Reactant | 2-(2,4-Dichlorophenyl)benzoxazol-5-ol | HCID 21911728 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazole | HCID 58719660 | 77.8% |
Reaction Steps
A mixture of 2-(2,4-dichlorophenyl)benzoxazol-5-ol (6.0 g, 36 mmol), (S)-(+)-epichlorohydrin (3.3 g, 315 mmol) (20 ml, 182 mmol), and potassium carbonate (20 g, 144 mmol) in acetone (100 ml) was heated to reflux and allowed to stir overnight. The solution was allowed to cool and filtered through Celite 512. The filtrate was evaporated under reduced pressure to yield an oil, which was chromatographed on silica gel, eluting with 20% ethyl acetate/hexanes, to yield 5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazole as white solid (6.2 g, 28 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07407960B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-5ea3dea820a842059422b2e70bd70c1f |
| Source note | uspto-grants-2008_08 |