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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241756Generated: November 1, 2026

Acetic Acid → 3-(4-Amino-2-fluorobenzyl)-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/241756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant3-(2-Fluoro-4-nitrobenzyl)-1,3-oxazolidin-2-oneHCID 66636804—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product3-(4-Amino-2-fluorobenzyl)-1,3-oxazolidin-2-oneHCID 64767688—

Reaction Steps

To a solution of the compound obtained in Step B (10.37 mmoles) in ethanol (25 ml) there are added 122 microliters of acetic acid. The solution is heated at reflux and stirred for 10 minutes. Powdered iron (2.08 g) and 75 mg of FeCl3.6H2O are added. After stiffing for 2 hours at reflux, the mixture is brought to ambient temperature and then concentrated to dryness. 50 ml of water are added to the residue obtained, and the pH is made alkaline using sodium hydroxide. The solution is extracted 4 times with AcOEt. The organic phases are combined and washed with saturated aqueous NaCl solution and then dried with MgSO4. After filtration, the organic phase is evaporated to dryness to yield the title product, which is used directly in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653073B2
Source datasetuspto-grants-2014_02
ORD IDord-e327438c04dd470a92d324aa793811f7
Source noteuspto-grants-2014_02