HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81646Erstellt: 24. Oktober 2026
Dimethylformamide → 3-Chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridine
https://huagongshe.com/de/reaction/81646
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(2-Bromoethyl)-1,3-dioxolane | HCID 87776 | — |
| Edukt | 3-Chloro-2-fluoro-5-hydroxypyridine | HCID 22451555 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-Chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridine | HCID 68427602 | 62% |
Reaktionsschritte
Cesium carbonate (2.9 g, 8.9 mmol) and 2-(2-bromoethyl)-1,3-dioxolane (990 mg, 5.0 mmol) were added to an N,N-dimethylformamide suspension (10 ml) of 5-chloro-6-fluoropyridin-3-ol (570 mg, 3.9 mmol), and stirred at 100° C. for 4 hours. The reaction solution was cooled to room temperature, water was added, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=70:30) to obtain 3-chloro-5-(2,2-diethoxyethoxy)-2-fluoropyridine (640 mg, yield: 62%) as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08846700B2 |
|---|
| Quelldatensatz | uspto-grants-2014_09 |
|---|
| ORD ID | ord-a35d61c75ba94b3e85d6a391a327ae05 |
|---|
| Quellennotiz | uspto-grants-2014_09 |
|---|