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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl MalonateHCID 7761—
EduktEthyl AcetateHCID 8857—
Edukt2-Cyclohexen-1-oneHCID 13594—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,3-Diethyl 2-(3-oxocyclohexyl)propanedioateHCID 317049104%

Reaktionsbedingungen

Temperatur50 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334290B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-a2ea0672ee5743b9ad4173f2ddb94550
Quellennotizuspto-grants-2016_05