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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1189426Erstellt: 27. Oktober 2026

Nitrogen → [5-(2-Methyl-[1,3]dioxolan-2-yl)-furan-2-yl]-acetonitrile

https://huagongshe.com/reaction/1189426

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktWaterHCID 962—
EduktSodium CyanideHCID 8929—
Edukt2-(5-Chloromethyl-furan-2-yl)-2-methyl-[1,3]dioxolaneHCID 66928965—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt[5-(2-Methyl-[1,3]dioxolan-2-yl)-furan-2-yl]-acetonitrileHCID 67128458—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(5-chloromethyl-furan-2-yl)-2-methyl-[1,3]dioxolane (2.37 mg, 11.68 mmol) in DMSO (50 mL) was treated with sodium cyanide (2.29 g, 46.72 mmol) and the reaction mixture was stirred at 80° C. for 45 min. Water (100 mL) was added to the cooled reaction mixture and the product was extracted with EA (2×100 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (2:1 hept-EA) gave the title compound as a yellow oil. LC-MS-conditions 02: tR=0.83 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08674111B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-5fa81411ec84419cbe2c6f18f280b559
Quellennotizuspto-grants-2014_03