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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1610055Erstellt: 25. Oktober 2026

Ethyl Acrylate → 1,2-Diethyl (1R,2R)-1,2-cyclopropanedicarboxylate

https://huagongshe.com/reaction/1610055

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcrylateHCID 8821—
Edukt(Ethoxycarbonylmethyl)dimethylsulfoniumHCID 78862—
LösungsmittelChloroformHCID 6212—
Produkt1,2-Diethyl (1R,2R)-1,2-cyclopropanedicarboxylateHCID 1171530380,6%

Reaktionsbedingungen

Temperatur22 °C

Reaktionsschritte

Ethyl acrylate (99%, 270 g, 1.4 eq.) was added to a solution of 2 (282 g, 1.91 mol) in CHCl3 (1500 mL) at 5° C. Cooling was removed and the reaction was stirred at 22° C. for 12 h. Evaporation of the solvent and excess acrylate left an orange oil, which was vacuum distilled (bp 70-75° C./1 mm) to produce 3 (286 g, 80.6%) as a clear thick oil. 1H NMR (250 MHz, CDCl3) δ4.15 (q, J=7.1, 4H); 2.16 (dd, J=7.5, 5.7, 2H); 1.41 (dd, J=7.5, 5.7, 2H); 0.88 (t, J=7.1, 6H). 13C NMR (62.5 MHz, CDCl3) δ171.69; 60.96; 22.26; 15.18; 14.08.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06982351B2
Quelldatensatzuspto-grants-2006_01
ORD IDord-da04d6adc00849c0aaf9c2d3a1552d6e
Quellennotizuspto-grants-2006_01