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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403045Generated: October 29, 2026

Potassium Carbonate → HCID 21871140, compound

https://huagongshe.com/reaction/2403045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-Bromo-2-naphthalenolHCID 27144—
Reactant(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride)HCID 2734671—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductHCID 21871140HCID 21871140—

Reaction Conditions

Temperature85 °C

Reaction Steps

A flame dried 500 ml round-bottomed flask with a magnetic stir bar, was charged with 6-hydroxy-2-bromonaphthalene (8.0 g, 35.89 mMol), 3,4,5-trifluorophenyl boronic acid (6.9 g, 39.5 mMol), 75 mL toluene, 2M K2CO3 (80 mL), Bu4NBr (50 mg) and the mixture flushed with argon for 10 min. [Pd(PPh3)4] (0.5 g) was added and the mixture heated under argon at ˜85° C. overnight, with vigorous stirring. After cooling to room temperature, 50 mL water was added, extracted with 3×25 mL ethyl acetate, the organic extracts dried over MgSO4, and the crude product was then crystallized from a mixture of hexane and few drops of methanol. Yield: 8 g (87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08801966B2
Source datasetuspto-grants-2014_08
ORD IDord-7feeb0f6183749958a96e200c0918a6c
Source noteuspto-grants-2014_08