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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 334046Erstellt: 24. Oktober 2026

Ethyl 3-bromobenzoate → 6-Cyclopentyl-benzoic acid ethyl ester

https://huagongshe.com/de/reaction/334046

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 3-bromobenzoateHCID 90488—
EduktHCID 178419768HCID 178419768—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-Cyclopentyl-benzoic acid ethyl esterHCID 86688277—

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

To 1.00 mL (6.24 mmol) ethyl 3-bromobenzoate was added 13.0 mL (6.50 mmol) 0.5 M cyclopentylzinc bromide solution in THF followed by 100 mg (0.137 mmol) 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) under argon atmosphere. The reaction mixture was stirred at 85° C. for 1.5 h, then diluted with water and stirred at RT for 12 h. The suspension was extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was filtered through Alox (EtOAC) and concentrated in vacuo.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883789B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-592a1af4737c4ee3975dbeaebcb1cea7
Quellennotizuspto-grants-2014_11