Water → HCID 67364108, compound

Participants

Reaction Steps

Triethyl orthoformate (15 ml, 90.3 mmol) and p-Toluenesulfonic acid (250 mg, 1.31 mmol) were added to a suspension of 15α-acetoxy-18-methyl-estr-4-en-3,17-dione (25 g, 72.7 mmol) in EtOH (150 ml). The mixture was stirred at room temperature for 1 h. Triethylamine (25 ml, 179.4 mmol) was added. The mixture was heated under reflux for 2 h, cooled to 5° C. and water (75 ml) 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 (20 g, yield: 88%).

Provenance & Evidence