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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31705Erstellt: 24. Oktober 2026

Water → 3,3-Dimethyl-1,5-dioxaspiro[5.5]undecan-9-ol

https://huagongshe.com/de/reaction/31705

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
Edukt3,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-oneHCID 587968—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3,3-Dimethyl-1,5-dioxaspiro[5.5]undecan-9-olHCID 1247009691,2%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425634B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-1ffbaa88e08e4ae99cd7446a52d0d5c7
Quellennotizuspto-grants-2008_09