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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 357821Erstellt: 23. Oktober 2026

Methyl acetoacetate → 5,6-Dihydro-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-one

https://huagongshe.com/de/reaction/357821

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
EduktSodium hydrideHCID 24758—
EduktDihydrochalconeHCID 64802—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt5,6-Dihydro-6-phenyl-6-(2-phenylethyl)-2H-pyran-2-oneHCID 21222418—

Reaktionsschritte

The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of 3-phenylpropiophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 130°-130.55,° C.). 1H NMR (CDCl3) δ 2.2-2.4 (m, 2 H), 2.4-2.6 (m, 1 H), 2.6-2.8 (m, 1 H), 2.9 (d, 1 H), 3.0 (d, 1 H), 3.3 (d, 1 H), 3.4 (d, 1 H), 7.0-7.5 (m, 15 H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05840751
Quelldatensatzuspto-grants-1998_11
ORD IDord-775cf00caf8847c0a60c4dc573089d9b
Quellennotizuspto-grants-1998_11