Lithium aluminum hydride → 2-(4-Chlorophenyl)-2-(pyrrolidin-1-yl)ethan-1-amine

HRID 1482489Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1482489
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[C:9]#[N:10])=[CH:4][CH:3]=1.[AlH4-].[Li+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)[CH2:9][NH2:10])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 28112Lithium aluminum hydrideHCID 24276601HCID 24276601, Verbindung

Produkt 1

HCID 163948842-(4-Chlorophenyl)-2-(pyrrolidin-1-yl)ethan-1-amineAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (4-Chloro-phenyl)-pyrrolidin-1-yl-acetonitrile (3.52 g, 15.2 mmol; in Tetrahydrofuran (96 mL) was added Lithium tetrahydroaluminate (1225 mg, 32.28 mmol) and the reaction was refluxed over night. The reaction was quenched with H2O (1.22 ml), 2M NaOH (aq) (1.22 ml) and H2O (2.44 ml). The solid was filtered off and the reaction was concentrated, to yield 2-(4-chlorophenyl)-2-(pyrrolidin-1-yl)ethanamine (1.14 g, 30% yield).

Aufarbeitung

  1. temperaturethe reaction was refluxed over night
  2. customThe reaction was quenched with H2O (1.22 ml), 2M NaOH (aq) (1.22 ml) and H2O (2.44 ml)
  3. filtrationThe solid was filtered off
  4. concentrationthe reaction was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-937bbc49f263452f84d3852305dc15bb
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09415055B2

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