HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 4-(4-Fluoro-pyridin-2-yloxymethyl)-benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | p-Cyanobenzyl alcohol | HCID 160549 | — |
| Edukt | 2-Chloro-4-fluoropyridine | HCID 2782792 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-(4-Fluoro-pyridin-2-yloxymethyl)-benzonitrile | HCID 59255270 | 82% |
Reaktionsbedingungen
| Temperatur | 70 °C |
|---|
Reaktionsschritte
To an N,N-dimethylformamide (15 mL) solution of 2-chloro-4-fluoropyridine (2.88 g, 21.9 mmol) and 4-(hydroxymethyl)benzonitrile (4.37 g, 32.9 mmol) was added sodium hydride (1.29 g, 32.9 mmol, 60% in oil) at room temperature. This mixture was stirred for 4 hours at 70° C. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=4:1-2:1) to obtain the title compound (4.08 g, 82%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08153662B2 |
| Quelldatensatz | uspto-grants-2012_04 |
| ORD ID | ord-4c96f85b62814618ad72ee26180a6cff |
| Quellennotiz | uspto-grants-2012_04 |