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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571585Generated: October 26, 2026

Hydrochloric Acid → 9,10-Diphenylanthracene-2-boronic Acid

https://huagongshe.com/reaction/571585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethyl borateHCID 9009—
Reactant2-Bromo-9,10-diphenylanthraceneHCID 22247163—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product9,10-Diphenylanthracene-2-boronic AcidHCID 2316021572%

Reaction Conditions

Temperature-80 °C

Reaction Steps

An amount of 4.68 g (11.4 mmol) of 2-bromo-9,10-diphenylanthracene was dissolved in dehydrated THF and cooled to −80° C. An amount of 7.9 ml (12 mmol) of a solution of n butyllithium in n hexane was added dropwise and, 40 minutes later, 3.33 g (22.8 mmol) of triethyl borate was further added. After two-hour reaction, a dilute hydrochloric acid solution was added and the mixture was allowed to stand for 12 hours. Then, the separated organic layer was recrystallized to obtain 3.07 g (8.2 mmol) of 9,10-diphenylanthracene-2-boronic acid. The yield was 72%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09028976B2
Source datasetuspto-grants-2015_05
ORD IDord-a947384fde994a8ba14ccba443028888
Source noteuspto-grants-2015_05