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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389115Generated: October 30, 2026

Dichloromethane → HCID 178421579, compound

https://huagongshe.com/reaction/2389115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 178421573HCID 178421573—
CatalystZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
ProductHCID 178421579HCID 17842157992,312.5%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of (R)-4-(6-(cis-4-cyclohexylcyclohexyloxy)naphthalen-2-yl)-4-methyloxazolidin-2-one (35.0 mg, 0.0000859 mol) in methylene chloride (2 mL, 0.03 mol), N-iodosuccinimide (38.6 mg, 0.000172 mol) was added, followed by zirconium tetrachloride (4.00 mg, 0.0000172 mol) at 23° C. The reaction mixture was then sonicated and stirred for 5 minutes at 23° C. TLC and LC/MS indicated a clean reaction. The majority of solvent was removed. Solid was removed via filtration through a Celite pad. The mixture was then loaded onto a column (SiO2, 4 g, 0-50% ethyl acetate/hexanes) to give a pure product (42.3 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269043B2
Source datasetuspto-grants-2012_09
ORD IDord-f0c98dadc65b4c929aa0984d7fe6aaf6
Source noteuspto-grants-2012_09