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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507960Generated: October 26, 2026

Potassium Phosphate, Tribasic → Methyl 4'-(2-ethoxyethoxy)-6-methoxy-2',6'-dimethylbiphenyl-3-carboxylate

https://huagongshe.com/reaction/507960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantMethyl 3-bromo-4-methoxybenzoateHCID 611662—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant[4-(2-Ethoxyethoxy)-2,6-dimethylphenyl]boronic acidHCID 23157606—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductMethyl 4'-(2-ethoxyethoxy)-6-methoxy-2',6'-dimethylbiphenyl-3-carboxylateHCID 2315761354%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of methyl 3-bromo-4-methoxybenzoate (0.90 g, 3.67 mmol), [4-(2-ethoxyethoxy)-2,6-dimethylphenyl]boronic acid (0.87 g, 3.67 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.13 g, 0.15 mmol), 2-(dicyclohexylphosphino)biphenyl (79 mg, 0.22 mmol), tripotassium phosphate (1.56 g, 7.34 mmol) and toluene (20 mL) was stirred under a nitrogen atmosphere at 90° C. for 18 hr. After cooling the reaction mixture, the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-hexane/ethyl acetate=1/1) to give the title compound (0.71 g, yield 54%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-fd9db33895e24109b900871e42fb4b64
Source noteuspto-grants-2010_08