反应详情

27 g (0.41 mmol) of sodim azide are dissolved in 50 ml of water, and 17.5 g (0.1 mol) of 3-benzyl-6-oxa-3-azabicyclo[3.1.0]hexane in 300 ml of dioxane are added. The mixture is heated under reflux for 72 hours and concentrated, the inorganic salts are dissolved in water and the mixture is extracted with chloroform. The extract is dried over potassium carbonate and concentrated. The residue is dissolved in 50 ml of absolute tetrahydrofuran and the solution is added dropwise to 4 g of sodium hydride (80% strength in paraffin oil) in 200 ml of absolute tetrahydrofuran. The mixture is heated under reflux for one hour and 15 g (0.1 mol) of methyl iodide are then added dropwise. The mixture is subsequently heated under reflux overnight and concentrated, the residue is taken up in water and the mixture is extracted with chloroform. The extract is dried over potassium carbonate and concentrated and the residue is distilled. 13.1 g of a material which is 73% pure according to the gas chromatogram are obtained. 12.7 g of this material in 40 ml of absolute tetrahydrofuran are added dropwise to a suspension of 4 g of lithium aluminum hydride in 150 ml of absolute tetrahydrofuran and the mixture is heated under reflux for 2 hours. Excess lithium aluminum hydride is decomposed by careful dropwise addition of 4 ml portions of water and 15% strength potassium hydroxide solution and again 4 ml of water. The inorganic salts are filtered off with suction and washed several times with chloroform. The organic phases are dried over potassium carbonate and concentrated and the residue is distilled.

1. temperatureThe mixture is heated
2. temperatureunder reflux for 72 hours
3. concentrationconcentrated
4. dissolutionthe inorganic salts are dissolved in water
5. extractionthe mixture is extracted with chloroform
6. dry with materialThe extract is dried over potassium carbonate
7. concentrationconcentrated
8. dissolutionThe residue is dissolved in 50 ml of absolute tetrahydrofuran
9. additionthe solution is added dropwise to 4 g of sodium hydride (80% strength in paraffin oil) in 200 ml of absolute tetrahydrofuran
10. temperatureThe mixture is heated
11. temperatureunder reflux for one hour
12. temperatureThe mixture is subsequently heated
13. temperatureunder reflux overnight
14. concentrationconcentrated
15. extractionthe mixture is extracted with chloroform
16. dry with materialThe extract is dried over potassium carbonate
17. concentrationconcentrated
18. distillationthe residue is distilled
19. customare obtained
20. temperaturethe mixture is heated
21. temperatureunder reflux for 2 hours
22. filtrationThe inorganic salts are filtered off with suction
23. washwashed several times with chloroform
24. dry with materialThe organic phases are dried over potassium carbonate
25. concentrationconcentrated
26. distillationthe residue is distilled