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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196782Generated: November 2, 2026

Dimethyl Sulfide → HCID 57252198, compound

https://huagongshe.com/reaction/2196782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
Reactant3-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl)-(4R)-4-phenyl-oxazolidin-2-oneHCID 53942804—
ReactantHCID 178418255HCID 178418255—
CatalystCuprous chlorideHCID 62652—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57252198HCID 57252198—

Reaction Conditions

Temperature-40 °C

Reaction Steps

To a precooled (−30° C.) mixture of copper-(I) chloride (21.0 g) and dimethylsulfide (45 ml) in dry tetrahydrofuran (150 ml) was added dropwise an ethereal solution of phenyl-magnesiumbromide (0.3 mol). The mixture was stirred 20 min at the same temperature and then cooled to −40° C. A solution of 3-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl]-(4R)-4-phenyl-oxazolidin-2-one (50.0 mmol) in dry tetrahydrofuran (150 ml) was added during 10 min. The cooling bath was removed and stirring was continued for 18 hrs. The mixture was quenched with half-saturated aqueous ammonium chloride solution and the product was isolated by extraction with ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338478B2
Source datasetuspto-grants-2012_12
ORD IDord-d1da5d19423e4dd5b75599ab004df992
Source noteuspto-grants-2012_12