Water → 3-(Pyrrolidin-1-ylmethyl)aniline

HRID 546618

Reaktionsgleichung

Reaktionsgleichung von HRID 546618
[N:1]1([C:6]([C:8]2[CH:9]=[C:10]([CH:12]=[CH:13][CH:14]=2)[NH2:11])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[N:1]1([CH2:6][C:8]2[CH:9]=[C:10]([CH:12]=[CH:13][CH:14]=2)[NH2:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 16642941(3-Aminophenyl)(pyrrolidin-1-yl)methanoneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 10964073-(Pyrrolidin-1-ylmethyl)anilineAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1.12 g of 3-(pyrrolidin-1-ylcarbonyl)aniline obtained in stage b) below in 100 mL of tetrahydrofuran are added, under argon, 0.89 g of lithium aluminium hydride. The reaction mixture is stirred for one hour at room temperature and then cooled to 0° C. and treated successively with 0.89 mL of water, 0.89 mL of 15% (by weight) sodium hydroxide solution and 2.67 mL of water. The solid formed is filtered off and washed with ethyl acetate, and the filtrate is concentrated under reduced pressure to give 1.02 g of 3-(pyrrolidin-1-ylmethyl)aniline, the characteristics of which are as follows:

Aufarbeitung

  1. temperaturecooled to 0° C.
  2. customThe solid formed
  3. filtrationis filtered off
  4. washwashed with ethyl acetate
  5. concentrationthe filtrate is concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fd102e90362a473f86c6a3cd4321b077
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935819B2

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