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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036503Generated: October 30, 2026

Dichloromethane → HCID 178445736, compound

https://huagongshe.com/reaction/1036503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-FluorobenzenesulfonimideHCID 588007—
Reactant(R)-4-[6-(4-tert-Butylcyclohexyloxy)naphthalen-2-yl]-4-methyl-oxazolidin-2-oneHCID 67414115—
CatalystZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
ProductHCID 178445736HCID 17844573642%

Reaction Conditions

Temperature40 °C

Reaction Steps

(R)-4-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-4-methyl-oxazolidin-2-one (0.3012 g, 0.0007895 mol) was dissolved in methylene chloride (5.00 mL, 0.0780 mol) in a capped 40 mL vial equipped with a magnetic stir bar. N-fluoro-N-(phenylsulfonyl)benzenesulfonamide (0.249 g, 0.000789 mol) was added followed by zirconium tetrachloride (0.184 g, 0.000789 mol) and the mixture was heated overnight at 40° C. The reaction mixture was cooled to room temperature then concentrated to dryness under reduced pressure, adsorbed onto silica gel and purified by flash chromatography (0-55% EtOAc in hexanes) to give 131.3 mg of the title compound (42% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546359B2
Source datasetuspto-grants-2013_10
ORD IDord-f698c23f4a2947fbb83c69a07156e9e5
Source noteuspto-grants-2013_10