HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → 2-Fluoro-4-(pyridin-2-ylmethoxy)benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Picolyl chloride | HCID 23393 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Fluoro-4-hydroxybenzaldehyde | HCID 587246 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-Fluoro-4-(pyridin-2-ylmethoxy)benzaldehyde | HCID 59255321 | 40,6% |
Reaktionsschritte
To an N,N-dimethylformamide (10.0 mL) solution of 2-fluoro-4-hydroxy-benzaldehyde (1.60 g, 11.4 mmol) was added sodium hydride (547 mg, 13.7 mmol, 60% in oil) under nitrogen atmosphere at 0° C., which was stirred for 30 minutes at room temperature. 2-Picolyl chloride (2.80 g, 17.1 mmol) was then added at room temperature and stirred for 1 hour at 70° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: heptane=1:3) to obtain the title compound (1.07 g, 40.6%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841327B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-1c9e6d52f78342abbcd23dab4ddeea10 |
| Quellennotiz | uspto-grants-2014_09 |