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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 76170Erstellt: 24. Oktober 2026

1-Ethoxy-4-ethynylbenzene → Tert-butyl 1-(4-((4-ethoxyphenyl)ethynyl)phenyl)ethyl-carbamate

https://huagongshe.com/de/reaction/76170

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethoxy-4-ethynylbenzeneHCID 2775124—
Edukttert-butyl N-(1-(4-bromophenyl)ethyl)carbamateHCID 11983730—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelAcetonitrileHCID 6342—
ProduktTert-butyl 1-(4-((4-ethoxyphenyl)ethynyl)phenyl)ethyl-carbamateHCID 66610473—

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

24.6 g (168 mmol) 1-ethoxy-4-ethynyl-benzene, 52.8 g (176 mmol) [1-(4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (50.2) and 42.6 mL (307 mmol) TEA are added to 400 mL ACN. The mixture is warmed to 65° C. 8.84 g (7.65 mmol) Pd(PPh3)4 and 2.91 g (15.3 mmol) CuI are added and the reaction mixture is stirred at reflux for 2 h. The mixture is cooled to r.t. and the solvent is removed in vacuo. The crude product is purified by column chromatography (hexane/EtOAC 9:1→3:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835472B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c35eeda1cd3e47fda628a35dcc1b3630
Quellennotizuspto-grants-2014_09