HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 53886136, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,5-dichloro-3-(trifluoromethyl)pyridine | HCID 11042144 | — |
| Reactant | 2-hydroxymethylphenyl 5-methylisoxazol-3-yl ketone O-methyloxime | HCID 54268877 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 53886136 | HCID 53886136 | 96.3% |
Reaction Steps
THF (3 ml), 2,5-dichloro-3-trifluoromethylpyridine (0.32 g, 1.5 mmol) and 60% sodium hydride (0.05 g, 1.2 mmol) were added to 2-hydroxymethylphenyl 5-methylisoxazol-3-yl ketone O-methyloxime (0.25 g, 1.0 mmol) under ice-cooling, and the mixture was stirred at room temperature overnight. Water (100 ml) was added to the reaction mixture, and the mixture was extracted with ether (150 ml). The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give 2-(5-chloro-3-trifluoromethyl-2-pyridyloxymethyl)phenyl 5-methylisoxazol-3-yl ketone O-methyloxime (0.41 g, yield: 96.3%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06362212B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-621c9bfb4712422b9e7dedc2ad1b200d |
| Source note | uspto-grants-2002_03 |