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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12481Erstellt: 23. Oktober 2026

Malononitrile → 1,1-Cyclohexanedicarbonitrile

https://huagongshe.com/de/reaction/12481

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMalononitrileHCID 8010—
Edukt1,5-DibromopentaneHCID 8100—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
LösungsmittelDimethylformamideHCID 6228—
Produkt1,1-CyclohexanedicarbonitrileHCID 544561—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Malononitril (15.0 g) was dissolved in dry DMF (200 mL). Subsequently, DBU (75 mL) and 1,5-dibromopentane (34 mL) were added at 0° C. (ice bath). The ice bath was removed and the reaction was stirred for 2 h at 80° C. After cooling down, the reaction was poured into DCM. The organic layer was washed several times with 5% NaHCO3, the organic layer dried over Na2SO4 and the solvent evaporated under reduced pressure. The crude product was purified by flash chromatography eluting with PA:EtOAc (9:1) yielding 25.7 g white crystals. 1H NMR (400 MHz, CDCl3) δ 1.48-1.61 (m, 2H), 1.68-1.84 (m, 4H), 2.13 (t, J=6 Hz, 4H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728018B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-0f24ae48faae41c7bd08e7d80696285f
Quellennotizuspto-grants-2010_06