Reaktion #343278

Reaktionsgleichung

methyl iodide

sodium

4,8-dimethylbicyclo[3.3.1]nona-7-en-2-ol

sodium

→

title compound

Ausbeute 71.9%

4,8-dimethylbicyclo[3.3.1]nona-7-en-2-yl methyl ether

Ausbeute 71.9%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was heated
2. 2
   Temperaturthe resulting mixture was heated
3. 3
   workup.STIRRINGwith stirring at 40° C. for 10 hours
4. 4
   TemperaturAfter cooling
5. 5
   workup.DISTILLATIONthe tetrahydrofuran was distilled off under reduced pressure

Vorschrift

To a solution of 10 g (60.2 mmol) of 4,8-dimethylbicyclo[3.3.1]nona-7-en-2-ol [IA] in 60 ml of tetrahydrofuran were added 1.3 g (56.5 mmol) of sodium and the resulting mixture was heated with stirring at 40° C. After the sodium was dissolved, 12.8 g (90 mmol) of methyl iodide were added dropwise and the resulting mixture was heated with stirring at 40° C. for 10 hours. After cooling, the tetrahydrofuran was distilled off under reduced pressure, the residue was subjected to column chromatography and eluate with toluene gave 7.8 g of the title compound, which had a refrigerant and camphor-like smell.

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