Реакция #1552092

Уравнение реакции

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

→

2-(3,3-dimethylbutyl)cyclopentanone

Растворители

hydrochloric acid

acetic acid

Условия реакции

Обработка

1. 1
   Температураthe mixture is cooled to room temperature
2. 2
   ЭкстракцияThe product is extracted with diethyl ether
3. 3
   Промывкаphase is washed with water
4. 4
   Сушкаdried with sodium sulphate
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe crude product is purified by column chromatography (silica gel 60-120, mobile phase: ethyl acetate 3%/petroleum ether)

Методика

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.

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