Hydrochloric Acid → HCID 57539980, Verbindung

Temperatur

-70 °C

A flask was charged with 9.2 g of 3-(3-bromophenyl)fluoranthene and 129 mL of tetrahydrofuran. After cooling the reaction solution to −70° C., 17.2 mL of a 1.65 M hexane solution of n-butyllithium was added dropwise to the reaction solution. The mixture was stirred at −70° C. for 2 hours. After the dropwise addition of 17.7 mL of triisopropyl borate to the reaction solution, the reaction solution was stirred at −70° C. for 1 hour. The reaction solution was then stirred for 5 hours while heating the reaction solution to room temperature. After the addition of 2 M hydrochloric acid to the reaction solution so that the reaction solution had a pH in the acidic region, the reaction solution was extracted with ethyl acetate. After removing the aqueous phase, the organic phase was washed with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After filtering the organic phase, the solvent was evaporated under reduced pressure. The residue was washed with a hexane-ethyl acetate mixture to obtain 7.9 g of the target 3-(fluoranthen-3-yl)phenylboronic acid (yield: 95%).

1. stirringthe reaction solution was stirred at −70° C. for 1 hour
2. stirringThe reaction solution was then stirred for 5 hours
3. temperaturewhile heating the reaction solution to room temperature
4. extractionthe reaction solution was extracted with ethyl acetate
5. customAfter removing the aqueous phase
6. washthe organic phase was washed with a saturated sodium chloride solution
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationAfter filtering the organic phase
9. customthe solvent was evaporated under reduced pressure
10. washThe residue was washed with a hexane-ethyl acetate mixture

ORD-Eintrag

ord-5b7ab37fb8c04a748232503bfe7dd07e

Quelldatensatz

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08803420B2