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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 505519Erstellt: 27. Oktober 2026

Potassium Carbonate → 2-(3-Bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene

https://huagongshe.com/reaction/505519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2,3-DichloronitrobenzeneHCID 18555—
EduktAmmonium ChlorideHCID 25517—
Edukt3-Bromo-5-chlorophenolHCID 22630180—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt2-(3-Bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzeneHCID 56833647—

Reaktionsschritte

2,3-dichloronitrobenzene (764 mg, 3.99 mmol), 3-bromo-5-chlorophenol (1.65 g, 7.98 mmol) and potassium carbonate (661 mg, 4.79 mmol) were suspended in NMP (5 mL) and placed in an oil bath at 120° C. After 2 hours, the reaction was allowed to cool to room temperature, saturated aqueous ammonium chloride (10 mL) was added and the mixture was extracted with ethyl acetate (2×50 mL). The combined organic fractions were washed with dilute brine (4×50 mL), dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by automated column chromatography on silica gel (80 g), eluting with 0-100% CH2Cl2/hexanes to yield the title compound. 1H NMR (CD3CN) δ 8.02 (dd, J=8.3 Hz, J=1.5 Hz, 1H), 7.88 (dd, J=8.2 Hz, J=1.6 Hz, 1H), 7.52 (dd, J=8.2 Hz, J=8.3 Hz, 1H), 7.38 (m, 1H), 7.07 (m, 1H), 6.97 (m, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07781454B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-87d3c660e6a54c859f4fba2caddc8efa
Quellennotizuspto-grants-2010_08