Water → HCID 67364108, compound

Participants

Reaction Steps

Triethyl orthoformate (1.7 l, 10.2 mol) and p-Toluenesulfonic acid (16.8 g, 88.3 mmol) were added to a suspension of 15α-acetoxy-18-methyl-estr-4-en-3,17-dione (1.7 Kg, 4.94 mol) in EtOH (11 l). The mixture was stirred at room temperature for 1 h. Triethylamine (1.7 l, 12.2 mol) was added. The mixture was heated under reflux for 2 h, cooled to 5° C. and water (5 l) was then added. The precipitate was filtered, washed with a 1/1 EtOH/water solution and dried under vacuum to afford 3-ethoxy-18-methyl-estra-3,5,15-trien-17-one (1.36 Kg, yield: 88%).

Provenance & Evidence