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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 227845Erstellt: 24. Oktober 2026

Toluene → N,2,5-trimethyl-N-phenylaniline

https://huagongshe.com/de/reaction/227845

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktN-MethylanilineHCID 7515—
EduktChloro-p-xyleneHCID 32883—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelDiethyl EtherHCID 3283—
ProduktN,2,5-trimethyl-N-phenylanilineHCID 1104205095%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

An oven-dried test tube was purged with argon and charged with Pd2(dba)3 (4.6 mg, 0.005 mmol, 1.0 mol % Pd), 2 [Example 1] (6.0 mg, 0.015 mmol, 1.5 mol %), and NaOt-Bu (135 mg, 1.40 mmol). The test tube was fitted with a septum, then toluene (2.0 mL), N-methylaniline (135 μL, 1.25 mmol), and 2-chloro-p-xylene (135 μL, 1.01 mmol) were added. The mixture was stirred at 80° C. for 13 h, then cooled to room temperature, diluted with ether (20 mL), filtered and concentrated. The crude material was purified by flash chromatography on silica gel to afford 202 mg (95%) of a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560582B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-903dbd7f86834deb842b14999b59d176
Quellennotizuspto-grants-2009_07