HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(3-Formyl-2-methoxyphenoxy)-6-(trifluoromethyl)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Chloro-6-(trifluoromethyl)nicotinonitrile | HCID 2778413 | — |
| Reactant | 3-Hydroxy-2-methoxybenzaldehyde | HCID 11804953 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-Formyl-2-methoxyphenoxy)-6-(trifluoromethyl)nicotinonitrile | HCID 21930395 | 97% |
Reaction Steps
2-Chloro-6-(trifluoromethyl)nicotinonitrile (0.34 g, 1.6 mmol), 3-hydroxy-2-methoxybenzaldehyde (0.25 g, 1.6 mmol) and potassium fluoride (0.29 g, 4.9 mmol) were heated with stirring in dry DMF (4 mL) at 120° C. for 3 h. The reaction mixture was cooled, poured into 1N sodium hydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was separated, washed with 1N sodium hydroxide solution (3×), water (3×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 2-(3-formyl-2-methoxyphenoxy)-6-(trifluoromethyl)nicotinonitrile (0.50 g, 94%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-6ca87a70830f4b019f632ec777720db8 |
| Source note | uspto-grants-2006_10 |