Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 496931Erstellt: 25. Oktober 2026

Indole → N-(4-methylphenyl)indole

https://huagongshe.com/reaction/496931

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIndoleHCID 798—
Edukt4-ChlorotolueneHCID 7810—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Katalysator2-(Dicyclohexylphosphino)-2'-methoxybiphenylHCID 11794186—
LösungsmittelTolueneHCID 1140—
ProduktN-(4-methylphenyl)indoleHCID 979428694%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

An oven-dried test tube was purged with argon and then charged with 2-dicyclohexylphosphino-2′-methoxy-1,1′-biphenyl (14.5 mg, 0.038 mmol, 7.5 mol %) and Pd2(dba)3 (11.6 mg, 0.013 mmol, 5.0 mol % Pd). Toluene (1.0 mL), indole (71 mg, 0.61 mmol), 4-chlorotoluene (60 mL, 0.51 mmol), and NaOt-Bu (70 mg, 0.73 mmol) were then added. The tube was fitted with a septum, purged with argon and heated at 100° C. for 28 h. The reaction was then cooled to room temperature, diluted with ether (20 mL), filtered through Celite and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford 99 mg (94%) of a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06946560B2
Quelldatensatzuspto-grants-2005_09
ORD IDord-dcfc221548df41b08518f606e08c7c40
Quellennotizuspto-grants-2005_09