Reacción #1869205

Ecuación de reacción

water

Potassium t-butoxide

trimethylsulfoxonium iodide

4-oxo-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester

→

sub-title compound

Rendimiento 81.0%

1-Oxa-6-azaspiro[2.5]octane-6-carboxylic acid, 1,1-dimethylethyl ester

Rendimiento 81.0%

Disolventes

1,2-dimethoxyethane

1,2-dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter a further 2 hours
2. 2
   Extracciónthe mixture extracted with tert.-butyl methyl ether (2×500 ml)
3. 3
   LavadoThe organic extracts were washed separately with saturated sodium bicarbonate solution (250 ml)
4. 4
   Secadodried over anhydrous magnesium sulphate
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated under reduced pressure

Procedimiento

Potassium t-butoxide (31 g) was added to a stirred suspension of trimethylsulfoxonium iodide (60.8 g) in 1,2-dimethoxyethane (250 ml) at 20° C. After 1 hour, the mixture was added portionwise over 30 minutes to a stirred solution of 4-oxo-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester (50 g) in 1,2-dimethoxyethane (50 ml) at 0° C. After a further 2 hours, water (500 ml) was added and the mixture extracted with tert.-butyl methyl ether (2×500 ml). The organic extracts were washed separately with saturated sodium bicarbonate solution (250 ml), combined, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure. The residual oil was co-evaoprated with toluene (100 ml) to give the sub-title compound (43.25 g, 81%) as a solid.

Fuente