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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22086Generated: October 25, 2026

5-Hydroxy-1-tetralone → oxirane (S)-5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone

https://huagongshe.com/reaction/22086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Hydroxy-1-tetraloneHCID 119921—
Reactant(-)-EpichlorohydrinHCID 2734062—
Productoxirane (S)-5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenoneHCID 86748747—

Reaction Steps

reacting 5-hydroxy-3,4-dihydro-1(2H)-naphthalenone with (R)-(-)-epichlorhydrine, in an aprotic solvent in the presence of a strong base at a temperature of over 90° C., to give the intermediate chiral oxirane (S)-5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone with an optical purity greater than 95%, and then,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05426227
Source datasetuspto-grants-1995_06
ORD IDord-7d47044e2ac44991bb2f6c1fec64c091
Source noteuspto-grants-1995_06