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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 984614Erstellt: 24. Oktober 2026

Ethylene Glycol → N-Methyl-N-phenylbenzylamine

https://huagongshe.com/de/reaction/984614

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylene GlycolHCID 174—
EduktN-MethylbenzylamineHCID 7669—
EduktIodobenzeneHCID 11575—
EduktPotassium Phosphate, TribasicHCID 62657—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Lösungsmittel1-ButanolHCID 263—
LösungsmittelEthyl acetate hexaneHCID 21226206—
ProduktN-Methyl-N-phenylbenzylamineHCID 6919174%

Reaktionsschritte

The general procedure under argon was followed using copper(I) iodide (19 mg, 0.10 mmol), K3PO4 (425 mg, 2.00 mmol), N-methylbenzylamine (155 μL, 1.20 mmol), iodobenzene (112 μL, 1.00 mmol), ethylene glycol (111 μL, 2.00 mmol) and 1-butanol (1.0 mL) at 90° C. Column chromatography using a solvent mixture (hexane/ethyl acetate=20/1, Rf=0.5) afforded N-methyl-N-phenylbenzylamine (146 mg, 74% isolated yield) as colorless liquid. The spectral data (1H NMR) matched with the literature references and GC analysis indicated >95% purity. See Brenner, E.; Schneider, R.; Fort, Y. Tetrahedron 1999, 55, 12829-12842.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06867298B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-7684ca4f87274264a6600a8f2a999c66
Quellennotizuspto-grants-2005_03