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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24630Erstellt: 23. Oktober 2026

Water → (2,6-Dimethoxyphenyl)boronic acid

https://huagongshe.com/de/reaction/24630

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTrimethyl borateHCID 8470—
Edukt1,3-DimethoxybenzeneHCID 9025—
EduktButyllithiumHCID 178418339—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2,6-Dimethoxyphenyl)boronic acidHCID 2734343—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

1,3-Dimethoxybenzene (4 g) was dissolved in freshly distilled THF (10 mL). This solution was cooled to −78° C. and n-BuLi (24 mL, 1.6 M solution in hexanes) was added dropwise to the cold solution. The mixture was stirred at −78° C. for 1 h, then warmed to room temperature and stirred for 1 h. The resulting mixture was cooled again to −78° C. and (MeO)3B (6.7 mL) was added. The mixture was allowed to warm to room temperature and stirred overnight. Water (10 mL) was added, and the mixture was stirred for 0.5 h, acidified to pH 4 with acetic acid and extracted with EtOAc. The extract was dried (MgSO4) and evaporated to give 2,6-dimethoxybenzeneboronic acid, which was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855843B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-d59ade9a59d241b4931c9e0bd6130bdd
Quellennotizuspto-grants-2005_02