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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5657Erstellt: 23. Oktober 2026

Water → 6,10-Dimethyl-11-(dimethyl t-butylsilyl)oxy-5,9-undecadien-2-one

https://huagongshe.com/de/reaction/5657

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium IodideHCID 5238—
EduktMethyl 2-acetyl-10-(dimethyl t-butylsilyl)oxy-5,9-dimethyl-4,8-decadienateHCID 54555482—
LösungsmittelHexamethylphosphoramideHCID 12679—
Produkt6,10-Dimethyl-11-(dimethyl t-butylsilyl)oxy-5,9-undecadien-2-oneHCID 5405984870,2%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

To a solution of methyl 2-acetyl-10-(dimethyl t-butylsilyl)oxy-5,9-dimethyl-4,8-decadienate (96 mg, 0.25 mmol) in hexamethylphosphoric triamide (0.5 ml) were added sodium iodide (45 mg, 0.30 mmol) and water (0.01 ml), and the mixture was stirred at 150° C. After two hours, the reaction mixture was allowed to cool to room temperature, and water (2 ml) was added thereto. The product was extracted with ether (5 m1×2). The extract was dried over Na2SO4, and concentrated to give a residue, which was then purified with silica gel column chromatography to obtain 6,10-dimethyl-11-(dimethyl t-butylsilyl)oxy-5,9-undecadien-2-one (57 mg, 70%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05245085
Quelldatensatzuspto-grants-1993_09
ORD IDord-df3ec79a7f2a4004a3d61a7c5b0fd4ee
Quellennotizuspto-grants-1993_09