Water → 5-Chloro-2-methylbenzylamine

HRID 1058243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1058243
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH3:16])=[C:12]([CH:15]=1)[C:13]#[N:14].O.[OH-].[Na+]>CCOCC>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH3:16])=[C:12]([CH:15]=1)[CH2:13][NH2:14]

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 1427435-Chloro-2-methylbenzonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 27576735-Chloro-2-methylbenzylamineAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A solution of LAH (1 M in ether, 40 mL) was added to a stirred solution of 5-chloro-2-methylbenzonitrile (3.03 g, 20.0 mmol) in Et2O (10 mL) at 0° C. and the resulting solution was warmed to ambient temperature. After 30 min the solution was cooled to 0° C. and water (1.52 mL), 15% NaOH (1.52 mL) and water (4.56 mL) were added successively. The solids were removed by filtration and the filtrate was evaporated in vacuo to give 5-chloro-2-methylbenzylamine (3.11 g) as an oil.

Aufarbeitung

  1. temperatureAfter 30 min the solution was cooled to 0° C.
  2. customThe solids were removed by filtration
  3. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b3a7318308234519a210301c0afd02ef
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06515011B2

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