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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845277Generated: October 31, 2026

Dimethyl Sulfoxide → Methyl 5-(2-methoxyethoxy)-4'-methylbiphenyl-3-carboxylate

https://huagongshe.com/reaction/1845277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantMethyl 5-hydroxy-4'-methyl-[1,1'-biphenyl]-3-carboxylateHCID 58187967—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-(2-methoxyethoxy)-4'-methylbiphenyl-3-carboxylateHCID 58188233—

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of methyl 5-hydroxy-4′-methylbiphenyl-3-carboxylate (400 mg, 1.65 mmol), 1-bromo-2-methoxyethane (436 mg, 3.14 mmol), potassium carbonate (434 mg, 3.14 mmol), and dimethyl sulfoxide (5 mL) was stirred at 135° C. overnight. After cooling, the mixture was diluted with EtOAc and washed with aq. NaHCO3 (sat.), dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (0-100% EtOAc/hexane) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-72a93605b4bd49e4b469d64dfc20347a
Source noteuspto-grants-2015_02