HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methylprop-2-enamide | HCID 11149469 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide | HCID 10149314 | — |
Reaction Steps
460 mg of the amide (7) from the Example 1 was dissolved in 30 ml of dichloromethane. 560 mg of m-chloroperbenzoic acid (purity 70-75%) was added. The reaction mixture was stirred overnight at reflux. The reaction was monitored with HPLC. The reaction mixture was washed successively with 2×20 ml of a sodium sulfite solution, 2×20 ml of saturated aqueous NaHCO3 and 20 ml of brine. The organic layer was dried (Na2SO4), filtrated and evaporated under reduced pressure yielding the epoxide (5A) as yellow solid material. Isolated yield: 400 mg (82%). 1H- and 13C-NMR confirmed the expected structure. HPLC: 96% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818766B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-7bdb584fb2084e53a158af8ab054a535 |
| Source note | uspto-grants-2004_11 |