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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1435777Erstellt: 26. Oktober 2026

Piperidine → cis-3-(3-Piperidin-1-yl-indan-1-yl)-1H-indole

https://huagongshe.com/reaction/1435777

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
EduktSodium HydroxideHCID 14798—
EduktSodium cyanoborohydrideHCID 5003444—
Edukt3-(1H-indol-3-yl)-indan-1-oneHCID 68895061—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produktcis-3-(3-Piperidin-1-yl-indan-1-yl)-1H-indoleHCID 68908999—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Sodium cyanoborohydride (61 mg; 0.97 mmol ) was added to 3-(1H-indol-3-yl)-indan-1-one (200 mg; 0.81 mmol ) and piperidine (344 mg; 4.05 mmol ) in 3 mL methanol and 0.5 mL acetic acid. The reaction mixture was stirred 30 minutes at 150° C. under microwave irradiation using the Emry Optimizer™ instrument. The reaction mixture was poured into water and made basic with 27% aqueous NaOH. The mixture was extracted with ethyl acetate. The organic phase was dried over MgSO4 and concentrated in vacuo. cis-3-(3-Piperidin-1-yl-indan-1-yl)-1H-indole was obtained after flash chromatography (ethyl acetate, heptane, triethylamine, silica gel).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07618967B2
Quelldatensatzuspto-grants-2009_11
ORD IDord-d9eaab6b4ecf4717946681f7ba4ba03a
Quellennotizuspto-grants-2009_11