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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2290709Erstellt: 26. Oktober 2026

Acetylene → 17alpha-Ethynyl-17beta-hydroxy-16beta-methylandrosta-1,4,9(11)-trien-3-one

https://huagongshe.com/reaction/2290709

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyleneHCID 6326—
EduktDiisopropylamineHCID 7912—
Edukt16beta-Methylandrosta-1,4,9(11)-triene-3,17-dioneHCID 13518558—
Eduktacetylene THFHCID 67285190—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt17alpha-Ethynyl-17beta-hydroxy-16beta-methylandrosta-1,4,9(11)-trien-3-oneHCID 86740176—

Reaktionsschritte

Dry THF (5 l) is cooled to -20° and acetylene (0.27 kg) is dissolved in the THF at -20°. Diisopropylamine (880 ml) is added to the acetylene/THF solution. n-Butyllithium (1.6M, 3.88 l) is added to the mixture maintaining the temperature at -20° and stirred for 30 min. 16β-Methylandrosta-1,4,9(11)-triene-3,17-dione (IB) in (THF) is added to the reaction mixture at or below -20° and stirred for 20 min to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04618456
Quelldatensatzuspto-grants-1986_10
ORD IDord-75b00166997b4d7cb807282f56dc8d9e
Quellennotizuspto-grants-1986_10