Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 356591Erstellt: 23. Oktober 2026

Formaldehyde → 3beta-Hydroxymethoxy-androsten-17-one acetate

https://huagongshe.com/de/reaction/356591

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormaldehydeHCID 712—
EduktDehydroepiandrosteroneHCID 5881—
EduktAcetyl chlorideHCID 6367—
EduktSodium hydrideHCID 24758—
EduktChloromethyl acetateHCID 69366—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3beta-Hydroxymethoxy-androsten-17-one acetateHCID 131720942—

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
PatentnummerUS05837700
Quelldatensatzuspto-grants-1998_11
ORD IDord-16c78ee6ebb64ca5bf1cc7df87333e49
Quellennotizuspto-grants-1998_11