HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| 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
2-Methyl-N-(4-cyano-3-trifluoromethyl-phenyl)-acrylamide (1.35 g, 5.0 mmol) in CH2Cl2 (15 ml) was treated by TFA (3.0 ml) at 0° C. To the reaction mixture was then added H2O2 (30%, 1.0 ml, 10.0 mmol) dropwise. The reaction mixture was stirred overnight and quenched by NaHCO3, then extracted by ethyl acetate. The organic layers were combined and dried over Na2SO4, concentrated and purified by silica gel column using hexanes:ethyl acetate 4:1 as eluent to yield the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465809B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-9231aecfc1fe4d6a871c1972e7494844 |
| Source note | uspto-grants-2008_12 |