HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | tert-Butyl carbazate | HCID 70091 | — |
| Edukt | 2H-Pyran-3(4H)-one, dihydro- | HCID 90109 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | tert-Butyl 2-(tetrahydro-2H-pyran-3-yl)hydrazinecarboxylate | HCID 66745297 | — |
Reaktionsschritte
Dihydro-2H-pyran-3(4H)-one (100 mg, 1.00 mmol), tert-butyl carbazate (145 mg, 1.10 mmol, 1.1 equiv) and acetic acid (0.280 mL, 4.99 mmol, 5 equiv) were combined in 1,2-dichloroethane (3 mL), stirred at ambient temperature for 10 minutes and treated with sodium triacetoxyborohydride (296 mg, 1.34 mmol, 1.4 equiv). After stirring for 1 hour, the mixture was poured into water and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo to provide the titled compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08653079B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-4c4f27cf6a2640eabacc4adb51bab1c9 |
| Quellennotiz | uspto-grants-2014_02 |