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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41999Erstellt: 24. Oktober 2026

Dichloromethane → Ethyl 2-chloro-5-cyclopropylbenzoate

https://huagongshe.com/de/reaction/41999

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktCesium carbonateHCID 10796—
EduktEthyl 5-bromo-2-chlorobenzoateHCID 144749—
Edukt2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 2758015—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktEthyl 2-chloro-5-cyclopropylbenzoateHCID 5742293492%

Reaktionsschritte

In a schlenck tube, a mixture of ethyl 5-bromo-2-chlorobenzoate (7.60 mmol, 2 g), 2-cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (7.59 mmol, 1.3 g), Cs2CO3 (18.97 mmol, 6.18 g), PdCl2dppf.CH2Cl2 (0.76 mmol, 0.620 g) in dioxane (70 ml) and water (15 ml) was heated for 2 hours at 110° C., under argon atmosphere. The solvent was evaporated and the mixture was extracted between ethyl acetate and water. The crude mixture was purified by chromatography over SiO2 eluting hexane/ethyl acetate mixtures and affording 1.5 g (yield 92%) of the expected product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536165B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-3f7a1f5c32b142a0a07a8e28ccfefc8f
Quellennotizuspto-grants-2013_09