Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979764Generated: October 30, 2026

Epichlorohydrin → 5-[(Oxiran-2-yl)methoxy]-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1979764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
Reactant3,4-Dihydro-5-hydroxy-2(1H)-quinolinoneHCID 169153—
SolventMethanolHCID 887—
Product5-[(Oxiran-2-yl)methoxy]-3,4-dihydroquinolin-2(1H)-oneHCID 12899423—

Reaction Steps

16.4 Grams of 5-hydroxy-3,4-dihydrocarbostyril and 3.7 g of sodium hydroxide were added into 100 ml of methanol and stirred at 40°-50° C. for 3 hours, then 150 ml of epichlorohydrin was added thereto and heated under refluxing condition for 5 hours. The reaction mixture was concentrated under a reduced pressure to dryness and the residue thus obtained was recrystallized from methanol-water (1:1) to obtain 18.5 g of 5-(2,3-epoxypropoxy)-3,4-dihydrocarbostyril having the melting of 172°-173° C. as in the form of coloress amorphous crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04482560
Source datasetuspto-grants-1984_11
ORD IDord-317ac126b9344d77b99223aa3a40f385
Source noteuspto-grants-1984_11