Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022391Generated: November 2, 2026

Water → 3-(2,5-Dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one

https://huagongshe.com/reaction/1022391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl ethyl etherHCID 18523—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(2,5-Dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-oneHCID 54742246—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-(2,5-Dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-oneHCID 58031259—

Reaction Steps

To 250 mg of 3-(2,5-dimethyl-phenyl)-4-hydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one in 2.5 ml of tetrahydrofuran are added 160 □l of Hünig's base and 85 □l of chloromethyl ethyl ether. After stirring for 20 hours at room temperature, water and ethyl acetate are added and the layers are separated. The aqueous phase is extracted with ethyl acetate, the combined organic phases dried with sodium sulfate, filtered and concentrated. Chromatography (heptane/acetone 4:1) yielded 72 mg of 3-(2,5-dimethyl-phenyl)-4-ethoxymethoxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one as a solid, mp:150-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722578B2
Source datasetuspto-grants-2014_05
ORD IDord-32d706944d45499c83ad3b5fde117c23
Source noteuspto-grants-2014_05