反応 #75618

反応方程式

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

収率 80.2%

溶媒

methanol

反応条件

後処理

1. 1
   ろ過filtered through Celite
2. 2
   その他The filtrate was evaporated
3. 3
   workup.ADDITION1 N hydrochloric acid/ethyl acetate was added
4. 4
   その他the organic layer was recovered
5. 5
   洗浄The extract was washed with water, saturated sodium bicarbonate and brine
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   ろ過filtered
8. 8
   その他The filtrate was evaporated

実験手順

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.

出典