反应 #8674

反应方程式

10-oxa-4-azatricyclo[5.2.1.02,6]decane-3,5-dione

10-Oxa-4-azatricyclo[5.2.1.02,6] decane-3,5-dione

lithium aluminum hydride

sodium chloride

→

10-Oxa-4-azatricyclo[5.2.1.02,6]decane

溶剂

THF

反应条件

后处理

1. 1
   温度cooled in an ice bath
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   过滤the resulting suspension is filtered
4. 4
   洗涤the solid is washed with ethyl acetate
5. 5
   其他The organic phase of the filtrate is separated off
6. 6
   萃取the aqueous phase is extracted once more with ethyl acetate
7. 7
   其他The combined organic phases are dried
8. 8
   过滤filtered
9. 9
   其他the solvent is removed in vacuo
10. 10
    过滤filtered
11. 11
    洗涤washed with diethyl ether
12. 12
    其他dried
13. 13
    其他730 mg (13% of theory) of the product are obtained

实验过程

5.00 g (29.91 mmol) of 10-oxa-4-azatricyclo[5.2.1.02,6]decane-3,5-dione (example IV, step 1) were suspended in 150 ml of absolute THF under argon and cooled in an ice bath. 2.27 g (59.82 mmol) of lithium aluminum hydride are added in portions, and the mixture is stirred at 0° C. overnight. The reaction solution is hydrolyzed with saturated sodium chloride solution and distilled water, the resulting suspension is filtered, and the solid is washed with ethyl acetate. The organic phase of the filtrate is separated off, and the aqueous phase is extracted once more with ethyl acetate. The combined organic phases are dried and filtered, and the solvent is removed in vacuo. The residue is suspended in diethyl ether, filtered, washed with diethyl ether and dried. 730 mg (13% of theory) of the product are obtained.

来源