반응 #75617

반응 방정식

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

수율 81.1%

용매

dimethoxyethane

반응 조건

후처리

1. 1
   온도the reaction solution was cooled
2. 2
   기타at 0° C. or less
3. 3
   여과The mixture was filtered through Celite
4. 4
   기타evaporated
5. 5
   추출The resulting residue was extracted with ethyl acetate
6. 6
   세척The extract was washed with brine
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   여과filtered
9. 9
   기타The filtrate was evaporated

실험 절차

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.

출처