Реакция #8674

Уравнение реакции

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

Растворители

THF

Условия реакции

Обработка

1. 1
   Температураcooled in an ice bath
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   Фильтрацияthe resulting suspension is filtered
4. 4
   Промывкаthe solid is washed with ethyl acetate
5. 5
   ДругоеThe organic phase of the filtrate is separated off
6. 6
   Экстракцияthe aqueous phase is extracted once more with ethyl acetate
7. 7
   ДругоеThe combined organic phases are dried
8. 8
   Фильтрацияfiltered
9. 9
   Другоеthe solvent is removed in vacuo
10. 10
    Фильтрацияfiltered
11. 11
    Промывкаwashed with diethyl ether
12. 12
    Другоеdried
13. 13
    Другое730 mg (13% of theory) of the product are obtained

Методика

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.

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