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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 466728Erstellt: 24. Oktober 2026

Stannane, trimethyl(4-methylphenyl)- → 2-Cyano-4'-methyl-4-nitrobiphenyl

https://huagongshe.com/de/reaction/466728

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStannane, trimethyl(4-methylphenyl)-HCID 617834—
Edukt2-Bromo-5-nitrobenzonitrileHCID 7095423—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Cyano-4'-methyl-4-nitrobiphenylHCID 1901220674%

Reaktionsschritte

To a solution of p-tolyltrimethyltin (389 mg, 1.525 mmol) in dry toluene (5 mL) under N2 was added 2-bromo-5-nitro-benzonitrile (276 mg, 1.22 mmol) and Pd(PPh3)4 (176 mg; 10 mol %). The reaction was stirred at reflux under N2 for 24 hours and then cooled to room temperature. The mixture was diluted with EtOAc and the solid was removed by filtration through a pad of celite. The filtrate was concentrated in vacuo and the residue was purified by flash chromatography on a silica column eluting with Hex/EtOAc (10:1) to afford 214 mg (74%) of the titled compound as a slightly yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05157026
Quelldatensatzuspto-grants-1992_10
ORD IDord-ea9e33416a024eca9efc94a88c5849c6
Quellennotizuspto-grants-1992_10