反应详情

Thiourea (7.5 g) is added to a solution of 6-(5-cholesten-3β-yloxy)hexyl iodide (15 g, 25.3 mmol) in tetrahydrofuran (200 ml) and the mixture is heated with stirring under reflux for 6 hours. The solution is concentrated to a residue which is triturated with anhydrous ether. The solid is filtered and dissolved in chloroform (100 ml). This solution is added to a solution of potassium metabisulfite (15 g) in water (100 ml). The mixture is heated under reflux in a nitrogen atmosphere for 20 minutes. The organic layer is washed with water, dried, and concentrated to dryness. The crude material is put on a silica gel column and eluted with 5% ethyl ether in peteroleum ether. The dried fractions are pooled and concentrated to give the title compound (11 g, 86% yield), m.p. 89°-90°.

1. temperaturethe mixture is heated
2. temperatureunder reflux for 6 hours
3. concentrationThe solution is concentrated to a residue which
4. customis triturated with anhydrous ether
5. filtrationThe solid is filtered
6. dissolutiondissolved in chloroform (100 ml)
7. additionThis solution is added to a solution of potassium metabisulfite (15 g) in water (100 ml)
8. temperatureThe mixture is heated
9. temperatureunder reflux in a nitrogen atmosphere for 20 minutes
10. washThe organic layer is washed with water
11. customdried
12. concentrationconcentrated to dryness
13. washeluted with 5% ethyl ether in peteroleum ether
14. concentrationconcentrated