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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266928Generated: October 30, 2026

Potassium Carbonate → HCID 58114889, compound

https://huagongshe.com/reaction/2266928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-Naphthaleneboronic acidHCID 254532—
Reactant2,8-DibromoquinolineHCID 45925951—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58114889HCID 58114889—

Reaction Steps

A mixture of 2,8-dibromoquinoline (6.0 g, 21 mmol, prepared by the method of L. Mao et al., Tetrahedron Lett. 46 (2005) 8419), 1-naphthylboronic acid (4.1 g, 24 mmol), K2CO3 (6.6 g, 48 mmol), Pd(OAc)2 (0.1 g, 0.4 mmol), P(o-Tol)3 (0.25 g, 0.8 mmol), DME (50 mL) and water (10 mL) is refluxed for 6 h under stirring in an argon atmosphere. The mixture is then poured into water and extracted with CHCl3 (3×50 mL). The combined organic phase is washed with water and brine, and then concentrated. The residue is purified by column chromatography (silica gel 40, hexane/benzene 1:1). Yield of red purple oil: 4.1 g (57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858718B1
Source datasetuspto-grants-2010_12
ORD IDord-3f01200e94e04784a7c399fce907cea2
Source noteuspto-grants-2010_12