Water → HCID 67364108, Verbindung

Triethyl orthoformate (0.6 ml, 3.6 mmol) and p-Toluenesulfonic acid (6 mg, 0.032 mmol) were added to a suspension of 15α-benzoyloxy-18-methyl-estr-4-en-3,17-dione (0.6 g, 1.5 mmol) in EtOH (5 ml). The mixture was stirred at room temperature for 1 h. Triethylamine (1 ml, 7.2 mmol) was added, and the mixture was heated under reflux for 30 min, cooled to room temperature and water (50 ml) was then added. The precipitate was filtered, washed with water and dried. The crude product was purified by flash chromatography, eluting with heptane and ethyl acetate (7:3), crystallized from heptane, and dried under vacuum to afford 3-ethoxy-18-methyl-estra-3,5,15-trien-17-one (0.23 g, yield: 50%).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 30 min
3. temperaturecooled to room temperature
4. filtrationThe precipitate was filtered
5. washwashed with water
6. customdried
7. customThe crude product was purified by flash chromatography
8. washeluting with heptane and ethyl acetate (7:3)
9. customcrystallized from heptane
10. customdried under vacuum

ORD-Eintrag

ord-c7ba2a54e40243a0ab61c8cb3f762726

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09012667B2