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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24699Erstellt: 23. Oktober 2026

Water → (2,6-Dicyanophenyl)boronic acid

https://huagongshe.com/de/reaction/24699

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTrimethyl borateHCID 8470—
EduktIsophthalonitrileHCID 12276—
EduktLithium diisopropylamideHCID 2724682—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2,6-Dicyanophenyl)boronic acidHCID 22571817—

Reaktionsbedingungen

Temperatur-96 °C

Reaktionsschritte

1,3-Dicyanobenzene (1.00 g) was dissolved in freshly distilled THF (70 mL). This solution was cooled to −96° C. and LDA (4.2 mL of a 2M solution) was added dropwise to the cold solution under N2. The mixture was stirred for 30 min at −96° C. and (MeO)3B (1.3 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. The residue was taken up in CH2Cl2, filtered and evaporated to yield 2,6-dicyanobenzeneboronic acid (0.56 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855843B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-ee26bd4b04f6458fba5b11f5bfdac889
Quellennotizuspto-grants-2005_02