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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640354Generated: November 2, 2026

Hydrochloric Acid → HCID 59147628, compound

https://huagongshe.com/reaction/1640354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant6-Bromo-2-naphthalenolHCID 27144—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-Naphthaleneboronic acidHCID 254532—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59147628HCID 59147628—

Reaction Steps

913 mg (3 mmol) of tri-o-tolylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to a suspension of 111.5 g (500 mmol) of 6-bromo-2-naphthol, 111.8 g (650 mmol) of naphthaleneboronic acid and 224.1 g (1150 mmol) of tripotassium phosphate in a mixture of 1000 ml of toluene, 200 ml of dioxane and 1000 ml of water, and the mixture is heated under reflux for 18 h. After cooling, 200 ml of 2 N hydrochloric acid are added, and the organic phase is separated off, washed three times with 500 ml of 1 N hydrochloric acid, once with 500 ml of saturated sodium chloride solution, filtered through silica gel and evaporated to dryness in vacuo. The residue is recrystallised from 150 ml of toluene. Yield: 113.3 g (419 mmol), 83.8% of theory; purity: 98% according to NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114531B2
Source datasetuspto-grants-2012_02
ORD IDord-5e4d00f6941f40e988a79b29004c49f1
Source noteuspto-grants-2012_02