反応 #1552091

反応方程式

potassium carbonate

methyl 2-oxocyclopentanecarboxylate

1-bromo-3,3-dimethylbutane

→

methyl 1-(3,3-dimethylbutyl)-2-oxocyclopentanecarboxylate

溶媒

toluene

反応条件

後処理

1. 1
   温度at reflux for 14 hours
2. 2
   ろ過filtered off through Celite
3. 3
   濃縮The product is concentrated under reduced pressure
4. 4
   その他purified by column chromatography (silica gel 100-200 mesh, mobile phase: ethyl acetate 5%/petroleum ether)

実験手順

117.0 g (846.0 mmol) of potassium carbonate are added to a solution consisting of 40.0 g (281.7 mmol) of methyl 2-oxocyclopentanecarboxylate in 160 ml of dry toluene. 93 g (563.4 mmol) of 1-bromo-3,3-dimethylbutane are then added dropwise, and the mixture is stirred at reflux for 14 hours. After the reaction has ended the mixture is cooled to room temperature and filtered off through Celite. The product is concentrated under reduced pressure and purified by column chromatography (silica gel 100-200 mesh, mobile phase: ethyl acetate 5%/petroleum ether). This gives 48 g (75% of theory) of methyl 1-(3,3-dimethylbutyl)-2-oxocyclopentanecarboxylate.

出典