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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275221Generated: November 1, 2026

Sodium hydride → HCID 22049033, compound

https://huagongshe.com/reaction/1275221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCarbamic acid, [2-(3,4-difluorophenyl)-1-(hydroxymethyl)ethyl]-, 1,1-dimethylethyl esterHCID 22048830—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22049033HCID 2204903376%

Reaction Steps

To a well stirred suspension of 95% NaH (0.12 g, 5.0 mmol) in THF (20 mL) at r.t. was added a solution of (+)-[1-(3,4-difluorobenzyl)-2-hydroxy-ethyl]-carbamic acid-tert-butyl ester (1.0 g; 4.0 mmol) in 10 mL THF via a dropping funnel at room temperature. The resulting suspension was stirred for 3 h and then quenched carefully with 10 mL of water. The biphasic mixture was extracted with 50 mL of Et2O, washed with brine, filtered and the solvent was removed in vacuo. The gummy residue thus obtained was purified by column chromatography over silica gel (Rf =0.25, 3:2 hexane-EtOAc) to obtain (+)-4-(3,4-difluoro-benzyl)-oxazolidin-2-one as a white solid (0.32 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06159990
Source datasetuspto-grants-2000_12
ORD IDord-4027649398e34d1498696a41a942f428
Source noteuspto-grants-2000_12