HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Thiosulfate → Ethyl 1-formylcyclopropanecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Thiosulfate | HCID 24477 | — |
| Edukt | Sodium Bromide | HCID 253881 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Tempo | HCID 2724126 | — |
| Edukt | Ethyl 1-(hydroxymethyl)cyclopropane-1-carboxylate | HCID 12450336 | — |
| Edukt | Sodium Hypochlorite | HCID 23665760 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Ethyl 1-formylcyclopropanecarboxylate | HCID 9964122 | 100,5% |
Reaktionsschritte
To a solution of Preparation 232 1-hydroxymethyl-cyclopropanecarboxylic acid ethyl ester (3.00 g, 21.00 mmol) in dichloromethane (50 ml), at 0° C., was added saturated sodium hydrogen carbonate solution (50 ml), followed by TEMPO (659 mg, 4.00 mmol) and sodium bromide (400 mg, 4.00 mmol). After stirring for 5 min, sodium hypochlorite solution (10%, 14.00 mmol) was added slowly, followed by saturated sodium thiosulphate solution (50 ml). The two layers were separated and the aqueous layer was extracted with dichloromethane. The combined organic phases were dried (MgSO4) and concentrated in vacuo to give the titled compound (3.00 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07538134B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-46dfd3ebaae1485283626fa6d6d3ca1d |
| Quellennotiz | uspto-grants-2009_05 |