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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623728Generated: October 26, 2026

Cesium carbonate → Methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-(4-morpholinylcarbonyl)benzoate

https://huagongshe.com/reaction/1623728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantMethyl 2-hydroxy-5-(4-morpholinylcarbonyl)benzoateHCID 67107453—
SolventAcetoneHCID 180—
ProductMethyl 2-{[(4-fluorophenyl)methyl]oxy}-5-(4-morpholinylcarbonyl)benzoateHCID 67106885—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl 2-hydroxy-5-(4-morpholinylcarbonyl)benzoate (may be prepared as described in Description 108, 270 mg, 1.02 mmol) in acetone (3 ml) was added cesium carbonate (663 mg, 2.04 mmol) and 4-fluorobenzyl bromide (0.16 ml, 1.32 mmol). The mixture was heated at 50° C. for 2 hours. The solvent was removed in vacuo and the residue partitioned between ethyl acetate (15 ml) and water (5 ml). The organic layer was dried and the solvent removed in vacuo and the residue purified by column chromatography (silicon, 4:1 ethyl acetate/cyclohexane) to give the title compound as a yellow gum. 96 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-088e69db93d34b3186bf98653ead45b0
Source noteuspto-grants-2014_07