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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494194Generated: October 25, 2026

Cesium carbonate → Methyl 4'-fluoro-2-(2-methoxyethoxy)-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/494194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant[1,1'-Biphenyl]-4-carboxylic acid, 4'-fluoro-2-hydroxy-, methyl esterHCID 69037981—
SolventDimethylformamideHCID 6228—
ProductMethyl 4'-fluoro-2-(2-methoxyethoxy)-1,1'-biphenyl-4-carboxylateHCID 69039439101.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of methyl 4′-fluoro-2-hydroxy-1,1′-biphenyl-4-carboxylate (D75) (400 mg, 1.6 mmol) in DMF (10 ml) was added cesium carbonate (1.27 g, 3.9 mmol) and 2-methoxyethylbromide (400 mg, 1.6 mmol) and the reaction was heated at 80° C. overnight. The solvent was evaporated and the residue was dissolved in EtOAc, washed with water and brine, then dried over MgSO4 to give the title compound (494 mg) which was used without further purification in the next step. MS(ES): (M-MeOH)H+ 273.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538121B2
Source datasetuspto-grants-2009_05
ORD IDord-833d51aee49b4b84b114c243563ce9ec
Source noteuspto-grants-2009_05