HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylene Glycol → 2-Bromo-5-(2-methyl-1,3-dioxolan-2-yl)pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylene Glycol | HCID 174 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | 5-Acetyl-2-bromopyridine | HCID 15668195 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-Bromo-5-(2-methyl-1,3-dioxolan-2-yl)pyridine | HCID 85775099 | 79% |
Reaktionsbedingungen
| Temperatur | 140 °C |
|---|
Reaktionsschritte
A mixture of 5-acetyl-2-bromopyridine (0.6 g, 3.00 mmol), ethylene glycol (0.535 ml, 9.60 mmol), p-toluenesulfonic acid monohydrate (0.171 g, 0.900 mmol), and toluene (12.00 ml) was stirred at 140° C. for 5 hours. The reaction mixture was washed with saturated sodium bicarbonate and brine. The aqueous layer was back extracted with ethyl acetate and the combined organics dried with magnesium sulfate and concentrated to give crude 2-bromo-5-(2-methyl-1,3-dioxolan-2-yl)pyridine (0.575 g, 2.356 mmol, 79% yield) as an orange oil. It was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09174992B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-709de68ecef14f7bb3f15a90f7ea0293 |
| Quellennotiz | uspto-grants-2015_11 |