Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 54565929 | HCID 54565929 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54156575 | HCID 54156575 | 62% |
Reaction Steps
2-Bromomethyl-α-methoxyiminophenylacetonitrile (5.0 g, 20 mmol) and 3-chlorophenol (3.0 g, 23 mmol) were dissolved in dimethylformamide (25 ml), and the mixture was stirred at room temperature for 2 hours in the presence of potassium carbonate (3.3 g, 24 mmol). After completion of the reaction, diethyl ether (ca. 100 ml) was added to the reaction mixture, and the mixture was washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate/n-hexane) and crystallized from diethyl ether/n-hexane to give 2-(3-chlorophenoxymethyl)-α-methoxyiminophenylacetonitrile (3.7 g, 62%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06362212B1 |
|---|
| Source dataset | uspto-grants-2002_03 |
|---|
| ORD ID | ord-0f27d82b85db403cb3fd0824d8b10ef9 |
|---|
| Source note | uspto-grants-2002_03 |
|---|