反应 #75617

反应方程式

diethyl ether

trichloroacetyl chloride

sodium bicarbonate

tert-butyl 4-methylene-1-piperidine carboxylate

→

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

收率 81.1%

溶剂

dimethoxyethane

反应条件

后处理

1. 1
   温度the reaction solution was cooled
2. 2
   其他at 0° C. or less
3. 3
   过滤The mixture was filtered through Celite
4. 4
   其他evaporated
5. 5
   萃取The resulting residue was extracted with ethyl acetate
6. 6
   洗涤The extract was washed with brine
7. 7
   干燥dried over anhydrous magnesium sulfate
8. 8
   过滤filtered
9. 9
   其他The filtrate was evaporated

实验过程

49.3 g of tert-butyl 4-methylene-1-piperidine carboxylate was added to a mixture of 157.2 g zinc-copper alloy and 500 ml diethyl ether, and 900 ml solution of 181.8 g trichloroacetyl chloride in dimethoxyethane was added dropwise thereinto over 5.5 hours. After stirred for 30 min, the reaction solution was cooled and saturated aqueous sodium bicarbonate was added thereto at 0° C. or less. The mixture was filtered through Celite and evaporated. The resulting residue was extracted with ethyl acetate. The extract was washed with 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 62.5 g of tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate.

来源