반응 #75618

반응 방정식

tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

ammonium chloride

→

tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

수율 80.2%

용매

methanol

반응 조건

후처리

1. 1
   여과filtered through Celite
2. 2
   기타The filtrate was evaporated
3. 3
   workup.ADDITION1 N hydrochloric acid/ethyl acetate was added
4. 4
   기타the organic layer was recovered
5. 5
   세척The extract was washed with water, saturated sodium bicarbonate and brine
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   여과filtered
8. 8
   기타The filtrate was evaporated

실험 절차

106.1 g zinc dust was added to a mixture of 62.5 g tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate and 500 ml saturated ammonium chloride in methanol. The mixture was stirred for 1 hr and 20 min at room temperature and filtered through Celite. The filtrate was evaporated, 1 N hydrochloric acid/ethyl acetate was added thereto, and the organic layer was recovered. The extract was washed with water, saturated sodium bicarbonate and brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography to give 38.9 g of tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate.

출처