Reacción #75618

Ecuación de reacción

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

Rendimiento 80.2%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente