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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 512131Erstellt: 25. Oktober 2026

Water → Ethyl 1-cyanocyclopropanecarboxylate

https://huagongshe.com/reaction/512131

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl cyanoacetateHCID 7764—
Edukt1,2-DibromoethaneHCID 7839—
EduktPotassium CarbonateHCID 11430—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl 1-cyanocyclopropanecarboxylateHCID 38081072%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A suspension of cyano-acetic acid ethyl ester (11.3 g, 0.1 mol), 1,2-Dibromo-ethane, Na4(n-Bu)4Br and K2CO3 in DMF (100 mL) was heated to 80° C. overnight. The mixture was poured into water (600 mL) and extracted with EtOAc (3×50 mL). The combined organic layer was washed with brine, dried over Na2SO4, concentrated under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (petroleum ether: EtOAc=10:1˜5:1) to give 1-cyano-cyclopropanecarboxylic acid ethyl ester (10 g, yield: 72%). 1H NMR (CDCl3 400 MHz): δ4.21 (q, J=7.2 Hz, 2H), 1.65-1.61 (m, 2H), 1.58-1.55 (m, 2H), 1.28 (t, J=7.2 Hz, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102591B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-501787d574114debbb6ecb65bb37e02b
Quellennotizuspto-grants-2015_08