Reaktion #443769

ord-c23a8e0841a64406bce4926a92eaf7b2

Reaktionsgleichung

C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
dehydroepiandrosterone
O
water
O=CO
formic acid
→
C[C@]12CC[C@H](OC=O)CC1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)C=C[C@@H]12
3β-formyloxy-androstene-17-one

Edukte

C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
dehydroepiandrosterone
O
water
O=CO
formic acid

Reagenzien

Keine

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Filtrationcrystals are filtered
  3. 3
    Sonstigedried in vacuo

Vorschrift

Following the procedure described by Ringold (H. J. Ringold, et al., J. Am. Chem. Soc. 78, 816, 1956), dehydroepiandrosterone (2.88 g, 10 mmol) dissolved in 85% formic acid (100 mL) is heated at 60° C. for 1 h. After cooling, the mixture is poured into iced water and after 16 h, crystals are filtered and dried in vacuo.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05837700uspto-grants-1998_11