반응 #1552091

반응 방정식

potassium carbonate

methyl 2-oxocyclopentanecarboxylate

1-bromo-3,3-dimethylbutane

→

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

용매

toluene

반응 조건

후처리

1. 1
   온도at reflux for 14 hours
2. 2
   여과filtered off through Celite
3. 3
   농축The product is concentrated under reduced pressure
4. 4
   기타purified by column chromatography (silica gel 100-200 mesh, mobile phase: ethyl acetate 5%/petroleum ether)

실험 절차

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.

출처