Water → (1-Benzyl-3-methylpyrrolidin-3-yl)methanamine

HRID 622380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622380
[CH3:1][C:2]1([C:14]#[N:15])[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1([CH2:14][NH2:15])[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:3]1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 50864491-Benzyl-3-methylpyrrolidine-3-carbonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 14235022(1-Benzyl-3-methylpyrrolidin-3-yl)methanamineAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2.0 g (10 mmol) of 3-methyl-1-(phenylmethyl)-3-pyrrolidinecarbonitrile in 40 ml tetrahydrofuran was added 0.38 g (10 mmol) of lithium aluminum hydride in portions under nitrogen. The reaction mixture was stirred at room temperature for 18 hours. To the resulting suspension were added 0.3 ml of water, 0.4 ml of 40% sodium hydroxide, and 1.4 ml of water. The grainy precipitate was filtered and washed with tetrahydrofuran. The combined filtrates were concentrated to yield 1.9 g of the titled compound.

Aufarbeitung

  1. filtrationThe grainy precipitate was filtered
  2. washwashed with tetrahydrofuran
  3. concentrationThe combined filtrates were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9889feb3d5474d62b8d53ea2d4685f6f
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04771055

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