反応 #1869205

反応方程式

water

Potassium t-butoxide

trimethylsulfoxonium iodide

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

→

sub-title compound

収率 81.0%

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

収率 81.0%

溶媒

1,2-dimethoxyethane

1,2-dimethoxyethane

反応条件

後処理

1. 1
   workup.WAITAfter a further 2 hours
2. 2
   抽出the mixture extracted with tert.-butyl methyl ether (2×500 ml)
3. 3
   洗浄The organic extracts were washed separately with saturated sodium bicarbonate solution (250 ml)
4. 4
   乾燥dried over anhydrous magnesium sulphate
5. 5
   ろ過filtered
6. 6
   その他evaporated under reduced pressure

実験手順

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.

出典