Реакция #1903530

Уравнение реакции

8-phenyl-1,4-dioxaspiro[4.5]decan-8-ol

iodomethane

sodium hydride

water

→

8-methoxy-8-phenyl-1,4-dioxaspiro[4.5]decane

Растворители

N,N-dimethylformamide

ether

Условия реакции

Обработка

1. 1
   ПромывкаThe organic layer was washed with brine
2. 2
   Сушкаdried over magnesium sulfate
3. 3
   ФильтрацияThe magnesium sulfate was filtered off
4. 4
   Концентрированиеthe filtrate was concentrated under reduced pressure
5. 5
   ДругоеThe residue was purified by silica gel chromatography (5:1 hexane-ethyl acetate elution)

Методика

To a solution of 8-phenyl-1,4-dioxaspiro[4.5]decan-8-ol (5.76 g) and iodomethane (4.59 ml) in N,N-dimethylformamide (58 ml) was added sodium hydride (60% dispersion in mineral oil) (1.97 g) at 0° C. The solution was stirred for 2 hours at 0° C. and at room temperature for 7.5 hours. The reaction mixture was added to a mixture of water and ether. The organic layer was washed with brine and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (5:1 hexane-ethyl acetate elution) to give 8-methoxy-8-phenyl-1,4-dioxaspiro[4.5]decane (5.968 g).

Источник