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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24698Erstellt: 23. Oktober 2026

Water → 2,6-Dichlorobenzeneboronic acid

https://huagongshe.com/de/reaction/24698

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTrimethyl borateHCID 8470—
Edukt1-Bromo-2,6-dichlorobenzeneHCID 29568—
EduktButyllithiumHCID 178418339—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2,6-Dichlorobenzeneboronic acidHCID 2734332—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

1-Bromo-2,6-dichlorobenzene (2.00 g) was dissolved in freshly distilled THF (7 mL). This solution was cooled to −78° C. and n-BuLi (8.3 mL of a 1.6M solution in hexane) was added dropwise to the cold solution under N2. The mixture was stirred for 5 min at −78° C. and (MeO)3B (2.2 mL) was added. The resulting mixture was allowed to warm to room temperature and stirred overnight. Water was added and the resulting mixture was stirred for 0.5 h, then acidified with HOAc and extracted with EtOAc. The organic layer was further washed with water and brine, dried (MgSO4) filtered and evaporated to yield 2,6-dichlorobenzeneboronic acid (1.6 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855843B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-4c5b70b56b314212ba05587c2efe66d4
Quellennotizuspto-grants-2005_02