Sodium Chloride → 10-Oxa-4-azatricyclo(5.2.1.0,2,6)decane

温度

0 °C

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.

1. temperaturecooled in an ice bath
2. distillationdistilled water
3. filtrationthe resulting suspension is filtered
4. washthe solid is washed with ethyl acetate
5. customThe organic phase of the filtrate is separated off
6. extractionthe aqueous phase is extracted once more with ethyl acetate
7. customThe combined organic phases are dried
8. filtrationfiltered
9. customthe solvent is removed in vacuo
10. filtrationfiltered
11. washwashed with diethyl ether
12. customdried
13. custom730 mg (13% of theory) of the product are obtained

ORDレコード

ord-a07acd63003445368b57866a2cbc87ec

出典データセット

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07091198B1