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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6790Erstellt: 24. Oktober 2026

1-Fluoro-3-iodobenzene → 1-[3-(3-Fluorophenyl)-2-propynyl]4-methylpiperidine

https://huagongshe.com/de/reaction/6790

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Fluoro-3-iodobenzeneHCID 70725—
Edukt4-Methyl-1-(prop-2-yn-1-yl)piperidineHCID 11355509—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Katalysatorpalladium(II) acetateHCID 167845—
KatalysatorTri(o-toluoyl)phosphineHCID 19696886—
LösungsmittelDiethylamineHCID 8021—
Produkt1-[3-(3-Fluorophenyl)-2-propynyl]4-methylpiperidineHCID 989943856,2%

Reaktionsschritte

A mixture of 3-fluoroiodobenzene (8.88 g), 4-methyl-1-(2-propynyl)piperidine (6.80 g), palladium acetate (0.045 g), tri-o-toloylphosphine (0.24 g) and copper(I) iodide (0.1 g) in dry diethylamine (50 ml) was heated under reflux for 5 hours. The solvent was removed under reduced pressure and the residue was taken up in diethyl ether and washed with water. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. Distillation of the residue under reduced pressure gave an oil (5.20 g) of boiling point 105° C./0.07 mm Hg.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084158B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-407eb598551c4c3b88f8f45387ed5837
Quellennotizuspto-grants-2006_08