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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1485081Erstellt: 26. Oktober 2026

Styrene → Ethyl trans-2-phenylcyclopropanecarboxylate

https://huagongshe.com/reaction/1485081

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStyreneHCID 7501—
EduktEthyl diazoacetateHCID 12192—
KatalysatorDirhodium tetraacetateHCID 152122—
Lösungsmittel1,2-DichloroethaneHCID 11—
ProduktEthyl trans-2-phenylcyclopropanecarboxylateHCID 252496—
Produktethyl (1R,2S)-2-phenylcyclopropane-1-carboxylateHCID 816743—

Reaktionsschritte

To a suspension of styrene (3.00 g) and rhodium(II) acetate dimer (40.0 mg) in 1,2-dichloroethane (29.0 mL), a solution of ethyl diazoacetate (3.03 mL) in 1,2-dichloroethane (29.0 mL) was added over a period of 4 hours and the mixture was stirred at room temperature for 19 hours. The reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography (n-hexane:diethyl ether=20:1) to give ethyl trans-2-phenylcyclopropanecarboxylate as a colorless oil (2.42 g) and ethyl cis-2-phenylcyclopropanecarboxylate as a colorless oil (1.51 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09422240B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-cd51802230054e0eb6a9d8fe7618ce9e
Quellennotizuspto-grants-2016_08