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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 362770Erstellt: 26. Oktober 2026

Formaldehyde → 3Betahydroxymethoxy-5-androsten-17-one acetate

https://huagongshe.com/reaction/362770

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormaldehydeHCID 712—
EduktDehydroepiandrosteroneHCID 5881—
EduktAcetyl chlorideHCID 6367—
EduktSodium hydrideHCID 24758—
EduktChloromethyl acetateHCID 69366—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3Betahydroxymethoxy-5-androsten-17-one acetateHCID 131720566—

Reaktionsschritte

To a solution of dehydroepiandrosterone (2.88 g, 10 mmol) in THF (100 mL) is added sodium hydride (11 mmol, 60% in oil) at room temperature under an argon atmosphere. When all the sodium hydride has reacted, chloromethyl acetate (prepared from acetyl chloride and formaldehyde (or derivative) using ZnCl2 as catalyst) is added and the mixture is heated for a few hours. After cooling, the mixture is poured into water and extracted with ethyl acetate. The organic phase is then washed with water, dried, filtered and evaporated to dryness to give the desired compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05872114
Quelldatensatzuspto-grants-1999_02
ORD IDord-d70439b6864748c199214ca0aa8eab5e
Quellennotizuspto-grants-1999_02