HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2E)-2-[2-[[5-chloro-3-(trifluoromethyl)-2-pyridinyl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,5-dichloro-3-(trifluoromethyl)pyridine | HCID 11042144 | — |
| Reactant | 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide | HCID 54472560 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2E)-2-[2-[[5-chloro-3-(trifluoromethyl)-2-pyridinyl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamide | HCID 22016901 | 74% |
Reaction Steps
2-(2-Hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide (300 mg) was dissolved in THF (5 ml). 40% sodium hydride (65 mg) was added, and the mixture was stirred for 10 minutes. 2,5-Dichloro-3-trifluoromethylpyridine (350 mg) was added, and the mixture was stirred at room temperature for 12 hours. The mixture was neutralized with 1N-hydrochloric acid and extracted with ethyl acetate. The resulting organic layer was dried over MgSO4, and the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to obtain the title compound (398 mg, Yield: 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05856573 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-fca8ef0de2ad4c0587a2a7a818a94e8a |
| Source note | uspto-grants-1999_01 |