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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247446Generated: October 26, 2026

Potassium Carbonate → Methyl (4'-hydroxybiphenyl-3-yl)acetate

https://huagongshe.com/reaction/2247446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
ReactantMethyl 2-(3-bromophenyl)acetateHCID 11746402—
CatalystHCID 178527692HCID 178527692—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductMethyl (4'-hydroxybiphenyl-3-yl)acetateHCID 5921903693.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

10 g of 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)phenol and 12.5 g of methyl 3-bromophenylacetate were dissolved in 150 ml of 1,2-dimethoxyethane, then 14 g of potassium carbonate and 920 mg of dichlorodiphenyl phosphinoferrocene palladium were added thereto, and the mixture was stirred overnight at 70° C. in a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography, to give 10.336 g of the title compound in the 2:1 hexane-ethyl acetate fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687664B2
Source datasetuspto-grants-2010_03
ORD IDord-78e8d93d603e49c2bc5b378c16cee729
Source noteuspto-grants-2010_03