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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 571589Erstellt: 25. Oktober 2026

Hydrochloric Acid → (10-Phenylanthracen-9-yl)boronic acid

https://huagongshe.com/reaction/571589

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethyl borateHCID 9009—
Edukt9-Bromo-10-phenyl-anthraceneHCID 4155836—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt(10-Phenylanthracen-9-yl)boronic acidHCID 2224716480%

Reaktionsbedingungen

Temperatur-80 °C

Reaktionsschritte

An amount of 14 g (42 mmol) of 9-bromo-10-phenylanthracene was dissolved in dehydrated THF and cooled to −80° C. Then, 31.2 ml (49 mmol) of a solution of n-butyllithium in n-hexane was added dropwise. Forty minutes later, 13 g (89 mmol) of triethyl borate was added. After two-hour reaction, a diluted hydrochloric acid solution was added and allowed to stand for 12 hours. Then, the separated organic layer was recrystallized to obtain 10 g (33.6 mmol) of 10-phenylanthracene-9-boronic acid. The yield was 75.2%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09028976B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-53195f9b7d5c4567a407a4299eb76c23
Quellennotizuspto-grants-2015_05