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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 333721Erstellt: 24. Oktober 2026

Acetic Acid → (1-phenyl-1H-pyrazol-5-yl)boronic acid

https://huagongshe.com/de/reaction/333721

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktTriisopropyl borateHCID 21531—
Edukt1-PhenylpyrazoleHCID 70769—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(1-phenyl-1H-pyrazol-5-yl)boronic acidHCID 5943621795,9%

Reaktionsschritte

To a solution of 1-phenyl-1H-pyrazole (20.0 g) in tetrahydrofuran (700 mL) was added dropwise n-butyllithium (2.5M hexane solution, 58.3 mL) under a nitrogen atmosphere at −78° C., and the mixture was stirred at the same temperature for min. To the reaction mixture was added triisopropyl borate (52.2 g) at −78° C., and the mixture was stirred at the same temperature for 1 hr. The mixture was gradually warmed to room temperature, and stirred at room temperature for 20 hr. To the reaction mixture was added acetic acid (20 mL) to adjust to pH 5, and the mixture was concentrated to give the title compound (25.0 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883788B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-0ce174f833cc450e97e671a0493ec689
Quellennotizuspto-grants-2014_11