Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873962Generated: November 3, 2026

Water → Methyl 4-(benzyloxy)-2-fluorobenzoate

https://huagongshe.com/reaction/1873962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-fluoro-4-hydroxybenzoateHCID 22463192—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-(benzyloxy)-2-fluorobenzoateHCID 54758753—

Reaction Conditions

Temperature50 °C

Reaction Steps

Methyl 2-fluoro-4-hydroxybenzoate (1.4685 g, manufactured by Changzhou Fine Chemical Corp.) and potassium carbonate (3.6917 g; manufactured by Sigma-Aldrich Co.) were suspended in dehydrated DMF (21 mL; manufactured by Kanto Chemical Co., Inc.), added with benzyl bromide (1.22 mL; manufactured by Wako Pure Chemical Industries, Ltd.), and stirred at 50° C. overnight. After cooling to the room temperature, it was added to water and extraction was carried out twice with ethyl acetate. The organic layer was washed twice with water and once with brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate=97:3→77:23) to obtain the title compound (2.2207 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-8c9bd8fdb2fd499eba19e79d0780b0a6
Source noteuspto-grants-2012_11