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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722663Generated: October 31, 2026

Dichloromethane → HCID 13891073, compound

https://huagongshe.com/reaction/1722663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium hydrideHCID 24758—
Reactant2-PhenylethanethiolHCID 78126—
Reactant4(S)-isobutyl-5(S)-(2-mesyloxyethyl)-2-oxazolidinoneHCID 13891069—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 13891073HCID 1389107398.6%

Reaction Steps

To a 0° C. solution of 4(S)-isobutyl-5(S)-(2-mesyloxyethyl)-2-oxazolidinone (500 mg, 1.88 mmol) and phenethyl mercaptan (273 mg, 1.98 mmol) in THF (6 mL) was added NaH (95 mg, 1.98 mmol of a 50% dispersion) all at once. The reaction was stirred for 3 hours at room temperature and then distributed between methylene chloride and brine solution. The organic layer was washed with brine solution, dried over MgSO4 and evaporated. The residue was chromatographed on silica gel eluting with 65/35 hexane=ethyl acetate to give 570 mg (98%) of product as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04857507
Source datasetuspto-grants-1989_08
ORD IDord-14b36b7a8e4941f1b99dad23787d8df5
Source noteuspto-grants-1989_08