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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 850316Erstellt: 27. Oktober 2026

Hydrochloric Acid → 2,5-Dichlorobenzeneboronic acid

https://huagongshe.com/reaction/850316

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriisopropyl borateHCID 21531—
Edukt1,4-Dichloro-2-iodobenzeneHCID 122452—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2,5-Dichlorobenzeneboronic acidHCID 2773371—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a cold (-78° C.) solution of 2,5-dichloroiodobenzene (50 g) and triisopropoxyborane (46.5 ml) in tetrahydrofuran (500 ml) was added dropwise n-butyllithium in hexane (1.69 M, 119 ml). The mixture was stirred at -78° C. for 30 minutes. The reaction mixture was poured into 2M hydrochloric acid solution (180 ml) and stirred for 10 minutes. The product was extracted with ether (200 ml) 2 times, and the organic layers were combined, washed with brine, dried over magnesium sulfate and evaporated in vacuo. To the residue was added n-hexane (60 ml) and the crystalline was collected, washed with n-hexane and dried to give 2,5-dichlorophenyl-dihydroxyborane (21.0 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06017917
Quelldatensatzuspto-grants-2000_01
ORD IDord-bd440742ec8a42bcb1426dd4542885a8
Quellennotizuspto-grants-2000_01