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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74561Erstellt: 24. Oktober 2026

Tetrahydrofuran → 1-Benzyl-4-(2-chloro-6-methoxyquinolin-3-yl)piperidin-4-ol

https://huagongshe.com/de/reaction/74561

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt2-Chloro-6-methoxyquinolineHCID 83647—
EduktLithium diisopropylamideHCID 2724682—
Edukt1-Benzyl-2-piperidoneHCID 5170076—
Produkt1-Benzyl-4-(2-chloro-6-methoxyquinolin-3-yl)piperidin-4-olHCID 58181126—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Under an argon atmosphere 5.0 g (25 mmol) 2-chloro-6-methoxyquinoline in a small amount of THF were added dropwise at −78° C. to 14 mL (28 mmol) of a 2 M lithium diisopropylamide solution (in THF) in 50 mL THF. Then the mixture was stirred for 1.5 h at −78° C. and 4.5 mL (25 mmol) N-benzylpiperidone was added dropwise. The mixture was stirred for a further 15 min with cooling before slowly being heated to RT. The reaction mixture was stirred overnight, evaporated down and purified by flash chromatography on aluminium oxide. The product-containing fractions were combined and evaporated down.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829006B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-9443c894840b43aa8c4008ecd5502c39
Quellennotizuspto-grants-2014_09