Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678717Generated: October 31, 2026

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

https://huagongshe.com/reaction/1678717

Reaction equation

Participants

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

Reaction Conditions

Temperature50 °C

Reaction Steps

Methyl 2-fluoro-4-hydroxybenzoate (1.4685 g; manufactured by Changzou Fine Chemical Co., Ltd.) and potassium carbonate (3.6-917 g; manufactured by Sigma-Aldrich Co.) were suspended in dehydrated DMF (21 mL; manufactured by Kanto Chemical Co., Inc.), and benzyl bromide (1.22 mL; manufactured by Wako Pure Chemical Industries, Ltd.) was added thereto. The mixture was stirred overnight at 50° C. The reaction solution was cooled to room temperature, and then was poured into water. The mixture was extracted two times with ethyl acetate. The organic layer was washed twice with water and once with brine, and was dried over anhydrous sodium sulfate. Subsequently, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate=97:3→77:23). Thus, the title compound (2.2207 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008506B2
Source datasetuspto-grants-2011_08
ORD IDord-d391a0bf8ff244bc96a1e99d97c8de7e
Source noteuspto-grants-2011_08