تفاعل #8674

معادلة التفاعل

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

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled in an ice bath
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   ترشيحthe resulting suspension is filtered
4. 4
   غسيلthe solid is washed with ethyl acetate
5. 5
   أخرىThe organic phase of the filtrate is separated off
6. 6
   استخلاصthe aqueous phase is extracted once more with ethyl acetate
7. 7
   أخرىThe combined organic phases are dried
8. 8
   ترشيحfiltered
9. 9
   أخرىthe solvent is removed in vacuo
10. 10
    ترشيحfiltered
11. 11
    غسيلwashed with diethyl ether
12. 12
    أخرىdried
13. 13
    أخرى730 mg (13% of theory) of the product are obtained

الإجراء التجريبي

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.

المصدر