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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1898332Erstellt: 26. Oktober 2026

Potassium Carbonate → 1-Cyclopropyl-4-nitrobenzene

https://huagongshe.com/reaction/1898332

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1-Bromo-4-nitrobenzeneHCID 11466—
EduktCyclopropylboronic acidHCID 2760897—
LösungsmittelTolueneHCID 1140—
Produkt1-Cyclopropyl-4-nitrobenzeneHCID 31271392.855,398%

Reaktionsschritte

To a solution of cyclopropyl boronic acid (0.637 g, 0.00742 mmol) in dry toluene, were added 4-bromo nitrobenzene (1.00 g, 0.00495 mmol) and tetrakis triphenylphosphine palladium (0.099 g, 0.0099 mol). Degassed the reaction mixture for 30 minutes then added potassium carbonate (1.36 g, 0.009 mmol). The reaction mass was refluxed for 48 h. The excess of solvent was removed under vacuum and the reaction mass was diluted with water and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated. The obtained crude was purified by column chromatography on silica gel eluting with 4% DCM: MeOH to afford 0.750 g of the desired product. 1HNMR (DMSO-d6): δ 0.82-0.84 (m, 2H), 1.09-1.13 (m, 2H), 2.01 (m, 1H), 7.32 (d, J=8.7 Hz, 2H), 8.09 (d, J=8.7 Hz, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08519149B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-a321db58508d46919714678f2ca072d6
Quellennotizuspto-grants-2013_08