反应详情

250 ml. of a solution of 68 g. of 3β-hydroxy-androsta5,16-diene in 1.25 l. of toluene and 0.5 l. of cyclohexanone was distilled to obtain an anhydrous solution. A solution of 34 g. of aluminum isopropoxide in 170 ml. of dry toluene was added. The mixture was slowly distilled during 30 minutes to remove the acetone formed. After completion of the reaction water was added, and the mixture steam distilled to remove volatile components. the residue was extracted with methyl isobutyl ketone and the extract washed with an aqueous hydrogen chloride solution and water. The solvent was removed by distillation in vacuo and the residue was crystallized from acetone; 38.1 g. of androsta-4,16-dien-3-one were obtained. Recyrstallization from acetone yielded a pure product melting at a 131°-133° C. mol. peak in mass spectrum (m/e): 270. EXAMPLE IV

1. distillationof cyclohexanone was distilled
2. customto obtain an anhydrous solution
3. distillationThe mixture was slowly distilled during 30 minutes
4. customto remove the acetone
5. customformed
6. additionwas added
7. distillationthe mixture steam distilled
8. customto remove volatile components
9. extractionthe residue was extracted with methyl isobutyl ketone
10. washthe extract washed with an aqueous hydrogen chloride solution and water
11. customThe solvent was removed by distillation in vacuo
12. customthe residue was crystallized from acetone