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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25312Erstellt: 24. Oktober 2026

Toluene → 3-(2,4-Dichlorophenyl)aniline

https://huagongshe.com/de/reaction/25312

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt3-IodoanilineHCID 12271—
Edukt(2,4-Dichlorophenyl)boronic acidHCID 2734659—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt3-(2,4-Dichlorophenyl)anilineHCID 2217094636,3%

Reaktionsschritte

2.0 g (10.4 mmol) of 2,4-dichlorophenylboronic acid, 2.4 g (11.0 mmol) of 3-iodoaniline, 3.2 g (30.0 mmol) of sodium carbonate and 1.6 g (1.4 mmol) of tetrakis(triphenylphosphine) palladium were added to a solvent mixture of 70 ml of toluene, 30 ml of ethanol and 30 ml of water, and the reaction was carried out under reflux with heating for 2 hours. The reaction mixture was poured into ice-cold water and extracted with toluene. The toluene layer was washed with water twice and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.9 g of 3-(2,4-dichlorophenyl)aniline (yield 36.0%), which was used in Example 9 as the starting material.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858639B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-506a25c8c6d84efb8f89e9b829b85c4d
Quellennotizuspto-grants-2005_02