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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241727Generated: October 27, 2026

Dichloromethane → 3-[(4-Aminophenyl)methyl]-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/241727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
ReactantStannous chloride dihydrateHCID 61436—
Reactant3-(4-Nitro-benzyl)-oxazolidin-2-oneHCID 66636498—
SolventEthanolHCID 702—
Product3-[(4-Aminophenyl)methyl]-1,3-oxazolidin-2-oneHCID 18624560—

Reaction Steps

A solution of the compound obtained in Step A (0.244 mol) and SnCl2.2H2O (1.0 mol) in ethanol (300 ml) is stirred at reflux for 20 minutes. The solution is brought to 0° C. and made alkaline at pH=10-12 with aqueous sodium hydroxide solution; 500 ml of DCM are added and the emulsion obtained is filtered over Celite. The filtrate is then extracted with DCM (2×300 ml); the organic phases are combined. The organic phase obtained is washed with water and with saturated aqueous NaCl solution, dried over sodium sulphate and then filtered. The filtrate obtained 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-b04e7fdc1f8946e182ab7121f43d1f20
Source noteuspto-grants-2014_02