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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094023Generated: November 1, 2026

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

https://huagongshe.com/reaction/1094023

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 microlitres 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 stirring 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 numberUS08133889B2
Source datasetuspto-grants-2012_03
ORD IDord-a68832dc6d3c45c49ed1d8b579c78af5
Source noteuspto-grants-2012_03