反応 #1552092

反応方程式

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

→

2-(3,3-dimethylbutyl)cyclopentanone

溶媒

hydrochloric acid

acetic acid

反応条件

後処理

1. 1
   温度the mixture is cooled to room temperature
2. 2
   抽出The product is extracted with diethyl ether
3. 3
   洗浄phase is washed with water
4. 4
   乾燥dried with sodium sulphate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The crude product is purified by column chromatography (silica gel 60-120, mobile phase: ethyl acetate 3%/petroleum ether)

実験手順

A solution consisting of 23.0 g (101.7 mmol) of methyl 1-(3,3-dimethylbutyl)-2-oxocyclopentanecarboxylate in 80 ml of acetic acid and 80 ml of conc. hydrochloric acid is stirred at 90° C. for 14 hours. After the reaction has ended, the mixture is cooled to room temperature and ice-water is added. The product is extracted with diethyl ether. The org. phase is washed with water, dried with sodium sulphate and concentrated under reduced pressure. The crude product is purified by column chromatography (silica gel 60-120, mobile phase: ethyl acetate 3%/petroleum ether). This gives 10 g (59% of theory) of 2-(3,3-dimethylbutyl)cyclopentanone.

出典