Reaktion #1903530

Reaktionsgleichung

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

iodomethane

sodium hydride

water

→

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

Lösungsmittel

N,N-dimethylformamide

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic layer was washed with brine
2. 2
   Trocknendried over magnesium sulfate
3. 3
   FiltrationThe magnesium sulfate was filtered off
4. 4
   Einengenthe filtrate was concentrated under reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel chromatography (5:1 hexane-ethyl acetate elution)

Vorschrift

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).

Quelle