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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221177Generated: October 31, 2026

1,4-Dioxane → HCID 57702785, compound

https://huagongshe.com/reaction/221177

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2,3'-bipyridineHCID 11390677—
Reactant2,2'-(Anthracene-9,10-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)HCID 57415691—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 57702785HCID 57702785—

Reaction Steps

Into a flask, 2.53 g of 9,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)anthracene, 2 g of 5-bromo-2,3′-bipyridine, 960 mg of Pd(PPh3)4, 3.81 g of tripotassium phosphate, 60 ml of dioxane, and 15 ml of pure water were put, and the solution was stirred at reflux temperature for 3 days under argon atmosphere. After heating, the reaction liquid was cooled to room temperature, pure water was added, and then the organic layer was extracted. The organic layer was concentrated in an evaporator, the concentrates were purified by column chromatography, yellow powders which were concentrated again and obtained were washed by toluene, and thus 800 mg of 9,10-bis(2,3′-bipyridine-5-yl)anthracene was obtained. 1H-NMR (CDCl3) δ 7.4-7.6 (m, 6H), 7.2-7.3 (m, 4H), 8.0 (d, 4H), 8.5 (s, 2H), 8.8 (d, 4H), 9.4 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202633B2
Source datasetuspto-grants-2012_06
ORD IDord-a514af0b10ab49229831f11549f19ea4
Source noteuspto-grants-2012_06