Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1169848Generated: October 27, 2026

Dimethyl itaconate → 3-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1169848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl itaconateHCID 69240—
Reactant3-Cyclopentyloxy-4-methoxybenzaldehyde oximeHCID 2822845—
ReactantSodium HypochloriteHCID 23665760—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl EsterHCID 68686492—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of the compound obtained from step b above (1 eq) in tetrahydrofuran, was added dimethylitaconate (2 eq). The reaction mixture was stirred at 60° C. for 0.5 hours followed by the addition of sodium hypochlorite solution. The resulting reaction mixture was stirred at 60-70° C. for 5-6 hours. Tetrahydrofuran was removed under reduced pressure. The residue thus obtained was diluted with water, extracted with ethyl acetate, washed with saturated sodium chloride solution and water. The reaction mixture was dried over anhydrous sodium sulphate and concentrated under reduced pressure to furnish the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07825147B2
Source datasetuspto-grants-2010_11
ORD IDord-abeda97ba5974419b8d98a14fff7b526
Source noteuspto-grants-2010_11