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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1003833Erstellt: 26. Oktober 2026

Methyl acetoacetate → 4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-methyl-5,6-dihydro-pyran-2-one

https://huagongshe.com/reaction/1003833

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
EduktSodium hydrideHCID 24758—
Edukt4-(4-tert-Butyldimethylsilyloxy-phenyl)-2-butanoneHCID 18798666—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-methyl-5,6-dihydro-pyran-2-oneHCID 54682278—

Reaktionsschritte

The title compound was prepared as described in General Method 6 using 16.9 g (60.9 mmol) of 4-(4-tert-butyldimethylsilyloxyphenyl)-2-butanone (prepared in Example R), 7.32 g (183 mmol) of 60% NaH dispersion in mineral oil, 21.2 g (183 mmol) of methyl acetoacetate, 114 mL (1.64 M, 183 mmol) of n-butyllithium and 360 mL of THF. The reaction mixture was quenched with 0.1N HCl and the product was extracted into EtOAc. The organic layer was dried (MgSO4) and the solvents were evaporated.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06046355
Quelldatensatzuspto-grants-2000_04
ORD IDord-6cf6fcaa566e490b829ba1463c0cc902
Quellennotizuspto-grants-2000_04