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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460347Generated: October 25, 2026

Epichlorohydrin → 6-Methoxy-5-oxiranylmethoxy-indan-1-one

https://huagongshe.com/reaction/460347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpichlorohydrinHCID 7835—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-oneHCID 14763395—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-Methoxy-5-oxiranylmethoxy-indan-1-oneHCID 18445820—

Reaction Steps

A mixture of 5-Hydroxy-6-methoxy-indan-1-one (Intermediate H, 5.0 g, 0.028 mole), 2-chloromethyl-oxirane (4.4 mL, 0.056 mole), and potassium carbonate (11.6 g, 0.084 mole) was stirred in 50 mL of DMF at 70° C. overnight under Argon. The reaction was then diluted with 200 mL of ethyl acetate and washed 3 times with water. The ethyl acetate solution was dried over sodium sulfate and the solvent removed in vacuo to yield the title compound (Intermediate M). MS m/z 236 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196110B2
Source datasetuspto-grants-2007_03
ORD IDord-ae16e05b17f74960bd248064bdd32235
Source noteuspto-grants-2007_03