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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1643Erstellt: 24. Oktober 2026

Hydrochloric Acid → 6-[3-Adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acid

https://huagongshe.com/de/reaction/1643

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTributylstannaneHCID 5948—
EduktAllyl 6-[3-adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyl-oxy]-nicotinateHCID 21846704—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-[3-Adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acidHCID 2184671322,7%

Reaktionsschritte

100 mg of this ester were dissolved in 5 ml of absolute tetrahydrofuran and treated under argon with 104 mg of tetrakis-(triphenylphosphine)-palladium and 61 mg of tributyltin hydride. After stirring at room temperature for 30 min., the reaction mixture was poured on to ice/saturated ammonium chloride solution, acidified with 1N hydrochloric acid and extracted with ethyl acetate. The dark oil obtained after drying and evaporation was purified by chromatography (RP18-LiChroprep, acetonitrile) and recrystallization from ethyl acetate. There were obtained 21 mg of 6-[3-adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acid in colorless crystals, m.p. 188°-190° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726191
Quelldatensatzuspto-grants-1998_03
ORD IDord-429d4cda5f5a43799ceb5fbb3c399100
Quellennotizuspto-grants-1998_03