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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 560141Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-[2-(2-Fluoro-phenyl)cyclopent-2-enyl]-ethanol

https://huagongshe.com/de/reaction/560141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Fluorophenylboronic acidHCID 2734354—
Edukt2-(2-Bromo-cyclopent-2-enyl)-ethanolHCID 21986094—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelBenzeneHCID 241—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt2-[2-(2-Fluoro-phenyl)cyclopent-2-enyl]-ethanolHCID 21986107—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

2-(2-Bromo-cyclopent-2-enyl)-ethanol Intermediate FIVE1 (1.21 g, 6.33 mmol) in benzene (40 mL), and Na2CO3 (7 mL, 2M) was treated with a solution of 2-fluorophenylboronic acid (1.08 g, 7.72 mmol) in EtOH (28 mL). Tetrakis(triphenylphosphine) palladium(0), Pd(PPh3)4 (0.38 g, 5 mol %) was added and the mixture was heated to 80° C. for 1.5 h. The mixture was diluted with water and extracted with diethyl ether (2×). The combined organic layers were dried over MgSO4, filtered and evaporated to dryness. The oil was purified by column chromatography on silica gel with 30% EtOAc:hexane to give 2-[2-(2-fluoro-phenyl)-cyclopent-2-enyl]-ethanol Intermediate FIVE2 (1.21 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063086B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-ae266c06498f4411a4a8bdb1ffaf10d2
Quellennotizuspto-grants-2011_11