HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523279Erstellt: 26. Oktober 2026
Diethyl Malonate → 1,3-Diethyl 2-(3-oxocyclohexyl)propanedioate
https://huagongshe.com/reaction/523279
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diethyl Malonate | HCID 7761 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 2-Cyclohexen-1-one | HCID 13594 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1,3-Diethyl 2-(3-oxocyclohexyl)propanedioate | HCID 317049 | 104% |
Reaktionsschritte
A solution of cyclohex-2-enone (3.05 mL, 30 mmol) and diethyl malonate (4.58 mL, 30.0 mmol) in THF (30 mL) was treated with 1,8-diazabicyclo[5.4.0]undec-7-ene (4.52 mL, 30.0 mmol) and heated at 50° C. for 16 h. The cooled mixture was poured into EtOAc and washed sequentially with 1M aqueous HCl and brine. The combined aqueous layers were extracted with EtOAc, and the combined organic phases were dried and concentrated to give diethyl 2-(3-oxocyclohexyl)malonate as an oil (8.0 g), used without further purification. Mass spectrum m/z 257 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09334290B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-a2ea0672ee5743b9ad4173f2ddb94550 |
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| Quellennotiz | uspto-grants-2016_05 |
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