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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1615944Erstellt: 24. Oktober 2026

Malononitrile → Methyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylate

https://huagongshe.com/de/reaction/1615944

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMalononitrileHCID 8010—
EduktSodium hydrideHCID 24758—
EduktSodium BicarbonateHCID 516892—
EduktMethyl 3-bromotetrahydrofuran-3-carboxylateHCID 66653660—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 3-(dicyanomethyl)tetrahydrofuran-3-carboxylateHCID 86689276—

Reaktionsschritte

440 mg (11.00 mmol) of sodium hydride (60% in mineral oil) were initially charged in 30 ml of THF, and 726 mg (11.00 mmol) of malononitrile were added in portions. Thereafter, 2.3 g (11.00 mmol) of the compound obtained in example 11A in THF (50 ml) were added. The mixture was stirred at RT for 6 h and then heated to 50° C. overnight. After cooling, the mixture was admixed with saturated aqueous sodium hydrogencarbonate solution and extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. The residue (2.66 g) was dried under high vacuum for 1 h and then converted without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08765769B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-9e968955856e4e3fabd83b50d7d5a609
Quellennotizuspto-grants-2014_07