HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylene Glycol → 2-(5-Chloro-2-nitrophenyl)-1,3-dioxolane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylene Glycol | HCID 174 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | 5-Chloro-2-nitrobenzaldehyde | HCID 81123 | — |
| Katalysator | p-Toluenesulfonic acid | HCID 6101 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-(5-Chloro-2-nitrophenyl)-1,3-dioxolane | HCID 267385 | 90,2% |
Reaktionsschritte
In a flask equipped with a Dean-Stark water separator, 5-chloro-2-nitrobenzaldehyde (12.0 g, 64.7 mmol), ethylene glycol (8.0 g, 129.3 mmol) and p-toluenesulfonic acid (0.2 g) were dissolved in toluene (150 mL). The mixture was stirred at reflux for 8 hours. Dichloromethane was added and the organic phase was washed with saturated sodium bicarbonate and brine, then dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product 2-(5-chloro-2-nitrophenyl)-1,3-dioxolane (13.4 g, yield 90.0%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09428508B2 |
| Quelldatensatz | uspto-grants-2016_08 |
| ORD ID | ord-3628717df63f43608aef6ebf813b0d85 |
| Quellennotiz | uspto-grants-2016_08 |