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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481795Erstellt: 25. Oktober 2026

Methyl vinyl ketone → Ethyl 2-cyano-2-methyl-5-oxohexanoate

https://huagongshe.com/reaction/481795

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl vinyl ketoneHCID 6570—
EduktEthyl 2-cyanopropionateHCID 98018—
LösungsmittelTolueneHCID 1140—
ProduktEthyl 2-cyano-2-methyl-5-oxohexanoateHCID 1099794886,2%

Reaktionsschritte

A mixture of 127 mg (1.0 mmol) of ethyl 2-cyanopropanoate, 0.12 ml (1.5 mmol) of methyl vinyl ketone, and 9.4 mg (0.01 mmol) of Rh(acac)(CO)(L) obtained in Example 8 was stirred in 5 ml of toluene at 0° C. for 13 hours. The reaction mixture was concentrated to yield 170 mg (86%) of ethyl 5-oxo-2-cyano-2-methylhexanoate. The product was found to have an optical purity of 73% e.e. as analyzed by high performance liquid chromatography using a Chiralcel OJ column manufactured by Daicel Chemical Industries, Ltd.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05789609
Quelldatensatzuspto-grants-1998_08
ORD IDord-49a72e9593ab433e9ab931ca2b9cc5be
Quellennotizuspto-grants-1998_08