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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639744Generated: October 26, 2026

Tetrahydrofuran → 4-methoxy-3-[3-[3-(methoxyacetylamino)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one

https://huagongshe.com/reaction/639744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant4-hydroxy-3-[3-[3-(methoxyacetylamino)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-oneHCID 76168310—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product4-methoxy-3-[3-[3-(methoxyacetylamino)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-oneHCID 74020005—

Reaction Steps

To a mixture of 5 ml of tetrahydrofuran and 6 ml of dichloromethane were added 0.59 g of 4-hydroxy-3-[3-[3-(methoxyacetylamino)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one, 0.45 g of triphenylphosphine and 55 mg of methanol, and to the mixture was added dropwise 0.74 g of a 40% toluene solution of diethyl azodicarboxylate. The mixture was stirred at room temperature for 40 minutes, and the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.18 g of 4-methoxy-3-[3-[3-(methoxyacetylamino)phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one [Compound No. (22d)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691883B2
Source datasetuspto-grants-2010_04
ORD IDord-c3ef72fda628464293ddb6a778e9f6bb
Source noteuspto-grants-2010_04