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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 266819Erstellt: 26. Oktober 2026

Sodium amide → 1-{1-[4-(1-Butenyl)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/266819

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium amideHCID 24533—
EduktPropyltriphenylphosphonium bromideHCID 80374—
Edukt1-[1-(4-Formylbenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyrilHCID 19030828—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-{1-[4-(1-Butenyl)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyrilHCID 53848495931,7%

Reaktionsschritte

To a mixture of propyltriphenylphosphonium bromide (2.34 g), potassium-t-butoxide (62 mg) and sodium amide powder (0.3 g) is added tetrahydrofuran (110 ml) under argon atmosphere and the mixture is stirred at room temperature for 3 hours. To the resulting yellowish red solution is added 1-[1-(4-formylbenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril (2 g) gradually under ice cooling and the mixture is stirred under the same conditions for 3 hours. The reaction mixture is poured into water and extracted with ethyl acetate/toluene and then dried over sodium carbonate. The resultant is purified by silica gel column chromatography (solvent: n-hexane:ethyl acetate=1:1) to give 1-{1-[4-(1-butenyl)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (2 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05652247
Quelldatensatzuspto-grants-1997_07
ORD IDord-308cc96c95a54da0b9baa19b2d0e3420
Quellennotizuspto-grants-1997_07