Pyrrolidine → 4-Nitro-2-(pyrrolidin-1-yl)pyridine

HRID 602384

Reaktionsgleichung

Reaktionsgleichung von HRID 602384
Cl[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][N:3]=1.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>C1COCC1>[N+:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:7]=1)([O-:10])=[O:9]

Komponenten

4

Edukt 2

HCID 31268PyrrolidineHCID 7351522-Chloro-4-nitropyridine

Produkt 1

HCID 534859644-Nitro-2-(pyrrolidin-1-yl)pyridineAusbeute 24 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-Chloro-4-nitropyridine (2.0 g, 12.2 mmol) was dissolved in THF (30 mL) and the solution was added with pyrrolidine (3.25 mL, 38.9 mmol), followed by stirring at 80° C. overnight. After an insoluble matter of the reaction mixture was filtered off, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80) to obtain 4-nitro-2-(pyrrolidin-1-yl)pyridine (560 mg, 24%).

Aufarbeitung

  1. filtrationAfter an insoluble matter of the reaction mixture was filtered off
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80)

Quellen und Nachweise

ORD-Eintrag
ord-eecdad9079164c198f941dc04bb20403
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906522B2

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