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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036497Generated: October 30, 2026

Acetonitrile → (R)-4-(5-chloro-6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one

https://huagongshe.com/reaction/1036497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantChlorosuccinimideHCID 31398—
Reactant(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 51066623—
Product(R)-4-(5-chloro-6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-oneHCID 6741564987.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

(R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one (0.5895 g, 0.002423 mol) was suspended in acetonitrile (3.37 mL, 0.0646 mol) in a 40 mL vial equipped with a magnetic stir bar. N-Chlorosuccinimide (0.356 g, 0.00266 mol) was added and the mixture was heated at 80° C. After 2 hours, HPLC analysis showed that the reaction was complete. The mixture was cooled to room temperature and filtered. The residue was washed with acetonitrile, azeotroped with toluene then dried under vacuum and collected to give 590 mg of the title compound (62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546359B2
Source datasetuspto-grants-2013_10
ORD IDord-2c981e0a983840c7a7b2fb3768c1b88b
Source noteuspto-grants-2013_10