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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 865517Erstellt: 25. Oktober 2026

Sodium Hydroxide → t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene

https://huagongshe.com/reaction/865517

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktSodium peroxideHCID 14803—
EduktBorane;tetrahydrofuranHCID 2723981—
Eduktt-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzeneHCID 19080390—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produktt-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzeneHCID 19080442—

Reaktionsschritte

To a solution of 475 mg (1.48 mmol) of the product of Step B in 3 mL of THF at 0° C. was added 1.6 mL (1.62 mmol) of a 1N borane/THF solution. After 1 hour TLC indicated that the starting material had been consumed. The reaction mixture was quenched with 3 drops of methanol and then 0.70 mL (6.22 mmol) of 30% sodium peroxide and 6.2 mL (6.2 mmol) of 1 N sodium hydroxide were added., After two hours the reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was then dried over sodium sulfate, filtered and concentrated. Flash chromatography (silica gel, hexane/ethyl acetate 4:1) gave 265 mg of the title compound as a clear oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05565485
Quelldatensatzuspto-grants-1996_10
ORD IDord-b53a496cb10045e5b2f6f248bc84daa8
Quellennotizuspto-grants-1996_10