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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 984600Erstellt: 25. Oktober 2026

Ethylene Glycol → N-(3-Methylphenyl)benzenemethanamine

https://huagongshe.com/reaction/984600

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylene GlycolHCID 174—
EduktBenzylamineHCID 7504—
Edukt3-IodotolueneHCID 12268—
EduktPotassium Phosphate, TribasicHCID 62657—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelIsopropanolHCID 3776—
LösungsmittelEthyl acetate hexaneHCID 21226206—
ProduktN-(3-Methylphenyl)benzenemethanamineHCID 22228187%

Reaktionsschritte

The general procedure under argon was followed using copper(I) iodide (10 mg, 0.05 mmol), K3PO4 (425 mg, 2.00 mmol), benzylamine (131 μL, 1.20 mmol), 3-iodotoluene (128 μl, 1.00 mmol), ethylene glycol (111 μL, 2.00 mmol) and 2-propanol (1.0 mL). Column chromatography using a solvent mixture (hexane/ethyl acetate=20/1, Rf=0.5) afforded N-(3-tolyl)benzylamine (171 mg, 87% isolated yield) as colorless liquid. The spectral data (1H NMR) matched with the literature references and GC analysis indicated >95% purity. See Spagnolo, P.; Zanirato, P. Tetrahedron Lett. 1987, 28, 961-964.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06867298B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-9d8b2b7aecec4d8ead1f731bc78a7456
Quellennotizuspto-grants-2005_03