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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885250Generated: October 30, 2026

Hydrochloric Acid → {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester

https://huagongshe.com/reaction/885250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant1,4-DioxaneHCID 31275—
Reactant2H-1,3-oxazol-2-id-4-oneHCID 53249566—
Reactant[3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl esterHCID 58237479—
SolventEthyl AcetateHCID 8857—
Product{3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl esterHCID 58237622—

Reaction Steps

To 2-oxazolidone (0.69 g, 8.0 mmol) in 1,4-dioxane (30 mL) under N2 was added sodium hydride (60% in mineral oil; 0.38 g, 9.4 mmol). After stirring for 15 minutes, [3-(4-bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid methyl ester (3 g, 7.2 mmol) was added, and the reaction was stirred for 24 hours at room temperature. Once no starting material was seen by analytical LCMS, the mixture was worked-up with 10% aqueous HCl and EtOAc, and the crude material was purified by silica gel chromatography to give the desired product as a colorless oil (2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242145B2
Source datasetuspto-grants-2012_08
ORD IDord-f211314c265d48598306beab423db8ba
Source noteuspto-grants-2012_08