HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,6-Dichloropyridine → Tert-butyl 4-[(6-chloropyridin-2-yl)oxy]piperidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,6-Dichloropyridine | HCID 16989 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Tert-butyl 4-[(6-chloropyridin-2-yl)oxy]piperidine-1-carboxylate | HCID 21906058 | 48% |
Reaktionsbedingungen
| Temperatur | 60 °C |
|---|
Reaktionsschritte
To a stirred solution of 4-Hydroxy-piperidine-1-carboxylic acid tert-butyl ester (1.63 g, 8.1 mmol) in THF (20 mL), NaH (0.40 g, 10.1 mmol)) was added and stirred at 60° C. for 0.5 h. 2,6-dichloropyridine (1.0 g, 6.75 mmol) was added and stirred at room temperature for 3-4-h. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was concentrated in vacuo and the resultant residue was purified by flash column chromatography to yield tert-butyl 4-((6-chloropyridin-2-yl)oxy)piperidine-1-carboxylate as a pale yellow solid (0.98 g, 48%); MS: 335.1 (M+23)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09000175B2 |
| Quelldatensatz | uspto-grants-2015_04 |
| ORD ID | ord-6b98d450d34d4947afe804c798f92a1c |
| Quellennotiz | uspto-grants-2015_04 |