Reaktion #59983

Reaktionsgleichung

water

sodium hydroxide

water

lithium aluminum hydride

1,4-cyclohexanedione mono-2,2-dimethyltrimethylene ketal

→

title compound

Ausbeute 91.2%

3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-ol

Ausbeute 91.2%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Trocknenthe mixture was dried over sodium sulfate
2. 2
   Filtrationfiltrated
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   Sonstigepurified by silica gel column chromatography (elution solvent: ethyl acetate/heptane=1/2, 1/1, 2/1)

Vorschrift

To the suspension of lithium aluminum hydride (748 mg, 19.7 mmol) in tetrahydrofuran (40 ml), a tetrahydrofuran solution of 1,4-cyclohexanedione mono-2,2-dimethyltrimethylene ketal (3.9 g, 19.7 mmol) was added at 0° C. The mixture was stirred at room temperature for 3 hours. After water (0.7 ml), a 5N aqueous sodium hydroxide solution (0.7 ml), and water (2.1 ml) were sequentially added at 0° C. to the mixture, the mixture was dried over sodium sulfate, filtrated, concentrated under reduced pressure, and purified by silica gel column chromatography (elution solvent: ethyl acetate/heptane=1/2, 1/1, 2/1) to obtain the title compound (3.6 g, yield: 91.2%) as a colorless oil.

Quelle