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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 607220Erstellt: 24. Oktober 2026

Triethylamine → 2-(4-Methoxy-phenyl)-vinyl-4-methyl-2-nitro-benzene

https://huagongshe.com/de/reaction/607220

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-MethoxystyreneHCID 12507—
Edukt4-Bromo-3-nitrotolueneHCID 79224—
KatalysatorTri-o-tolylphosphineHCID 80271—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-Methoxy-phenyl)-vinyl-4-methyl-2-nitro-benzeneHCID 8661462358,4%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

To a solution of 1-Bromo-4-methyl-2-nitro-benzene (0.76 g, 3.5 mmol), 1-methoxy-4-vinyl-benzene (0.59 g, 4.4 mmol), triethylamine (0.88 g, 8.8 mmol), tri-o-tolylphosphine (0.022 g) and palladium acetate (0.008 g) in N,N-dimethylformamide (7 mL) was placed in a high-pressure tube and purged with nitrogen for 10 mins. The tube was sealed and heated at 120° C. for 16 hours. The mixture was partitioned with water and ethyl acetate adjusting the pH to 3. The organic layer was washed with brine, dried (sodium sulfate) and filtered through a plug of silica. The filtrate was evaporated under vacuum and the residue was triturated with hexane/ethyl acetate (9:1) to provide the title compound (0.55 g, 58%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07915411B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-b53b5d8c8e4342db9e64c29f22f403e5
Quellennotizuspto-grants-2011_03