反応 #8674

反応方程式

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

溶媒

THF

反応条件

後処理

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

実験手順

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.

出典