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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 639745Erstellt: 24. Oktober 2026

Water → 4-hydroxy-3-[3-[3-[(2-methoxyethoxy)carbonylamino]phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one

https://huagongshe.com/de/reaction/639745

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-[(2-Methoxyethoxy)carbonylamino]benzaldehydeHCID 23131806—
Edukt3-Acetyl-4-hydroxy-2H-chromen-2-oneHCID 54677403—
KatalysatorPiperidineHCID 8082—
LösungsmittelChloroformHCID 6212—
Produkt4-hydroxy-3-[3-[3-[(2-methoxyethoxy)carbonylamino]phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-oneHCID 7621111683,6%

Reaktionsschritte

In 10 ml of chloroform were dissolved 2.04 g of 3-acetyl-4-hydroxy-2H-1-benzopyran-2-one, 2.23 g of 3-[(2-methoxyethoxy)carbonylamino]benzaldehyde and 60 mg of piperidine, and the solution was heated under refluxing for 1 hour and 30 minutes while water was removed with a Soxhlet's extractor filled with a molecular sieve. After cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and fractions corresponding to Rf=0.3 were collected by thin layer chromatography (silica gel, hexane/acetone (1:1)), and concentrated to obtain 3.42 g of 4-hydroxy-3-[3-[3-[(2-methoxyethoxy)carbonylamino]phenyl]-1-oxo-2-propenyl]-2H-1-benzopyran-2-one [Compound No. (24d)].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07691883B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-33b703aa691c4f0f91ea8706d49fd7d7
Quellennotizuspto-grants-2010_04