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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 341328Erstellt: 24. Oktober 2026

Cesium carbonate → 2-Isobutyl-5-nitrobenzonitrile

https://huagongshe.com/de/reaction/341328

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(2-Methylpropyl)boronic acidHCID 2734395—
Edukt2-Bromo-5-nitrobenzonitrileHCID 7095423—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
LösungsmittelDiethyl EtherHCID 3283—
Produkt2-Isobutyl-5-nitrobenzonitrileHCID 2222803058,9%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Under an argon gas atmosphere, 2-bromo-5-nitrobenzonitrile (2.0 g), isobutylboronic acid (988 mg), cesium carbonate (5.7 g), and PdCl2 (dppf)-CH2Cl2 (720 mg) were dissolved in toluene (25 ml) and water (1 ml). The mixture was stirred at 100° C. for 18 hours. After the mixture was cooled to room temperature, the mixture was diluted with diethyl ether and water followed by the step of extraction/separation. The organic layer was washed with 1 N-hydrochloric acid, 5 N-sodium hydroxide aqueous solution and saturated brine, and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting residue was purified on column chromatography (EtOAc:hexane=1:3) to obtain the title compound (1.06 g) as a pale yellow oily substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895753B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-2103f95a344443ddb9b588fb4cb385b3
Quellennotizuspto-grants-2014_11