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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 244251Erstellt: 25. Oktober 2026

Water → HCID 86660496, Verbindung

https://huagongshe.com/reaction/244251

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt5alpha-Androst-2-en-17-oneHCID 101928—
EduktHCID 178418573HCID 178418573—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 86660496HCID 8666049639%

Reaktionsschritte

To a solution of compound 2 (300 mg, 1.10 mmol) in anhydrous THF (15 mL) under an atmosphere of argon at 0° C. was added methyl magnesium bromide (1.4 M in THF; 945 μL, 1.32 mmol). The solution was allowed to return to room temperature and was subsequently stirred overnight. The solution was then diluted with ethyl acetate and poured into water. The organic layer was washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude compound was purified by high performance flash chromatography (Biotage) using Hexanes/EtOAc (95:5) as eluant to yield compound 27 (123 mg, 39%). 1H NMR (CDCl3) δ: 0.78 (s, 18-CH3), 0.86 (s, 19-CH3), 1.21 (s, 17α-CH3), 0.65-2.05 (residual CH and CH2), 5.59 (m, 2×CH of alkene).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653054B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-d6f793d5d1f64cca81c7bc349d2c5c27
Quellennotizuspto-grants-2014_02