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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290067Generated: November 1, 2026

Potassium Carbonate → 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone

https://huagongshe.com/reaction/1290067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2(1H)-Quinolinone, 5-[(1R)-2-chloro-1-hydroxyethyl]-8-(phenylmethoxy)-HCID 11809661—
SolventAcetoneHCID 180—
Product5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinoneHCID 11437812—

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of (R)-8-benzyloxy-5-(2-chloro-1-hydroxyethyl)carbostyril (130 mg, 0.4 mMol) in acetone (10 ml) containing potassium carbonate (276 mg, 2 mMol) was stirred at 60° C. under an argon atmosphere for 18 hours. After cooling, the suspension was filtered and the filter pad was washed with acetone. The filtrates were combined and evaporated. Purification of the residue by chromatography on silica gel eluting with ethyl acetate gave the title compound as a pale yellow solid; m.p. 146°-150° C.; [α]D25 -30° (c=0.91, chloroform).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750701
Source datasetuspto-grants-1998_05
ORD IDord-9327334cfcf54dd5b492bc7a9cdc083a
Source noteuspto-grants-1998_05