Реакция #2157762

Уравнение реакции

cyclohexanone

1,5-dibromopentane

potassium tert-butoxide

→

spiro[5.5]undecan-1-one

Выход 65.6%

Растворители

toluene

toluene

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe mixture was stirred at 100° C. for 4 hours
2. 2
   Фильтрацияthe resulting solid was filtered
3. 3
   Промывкаwashed with toluene
4. 4
   КонцентрированиеThe filtrate was concentrated
5. 5
   Другоеthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=1:15)

Методика

To a suspension of potassium tert-butoxide (24.4 g) in toluene (100 mL) was added a solution of cyclohexanone (10.67 g) and 1,5-dibromopentane (25 g) in toluene (50 mL) while stirring. The mixture was stirred at 100° C. for 4 hours. After cooling down to room temperature, the resulting solid was filtered and washed with toluene. The filtrate was concentrated and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=1:15) to give spiro[5.5]undecan-1-one (11.85 g).

Источник