2-Nitropropane → 4-Methyl-4-nitrovaleronitrile

HRID 433000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433000
[C:1](#[N:4])[CH:2]=[CH2:3].[N+:5]([CH:8]([CH3:10])[CH3:9])([O-:7])=[O:6]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.[OH-].[Na+]>[CH3:9][C:8]([N+:5]([O-:7])=[O:6])([CH3:10])[CH2:3][CH2:2][C:1]#[N:4]

Komponenten

5

Edukt 2

HCID 3982-NitropropaneHCID 7855Acrylonitrile

Produkt 1

HCID 38791404-Methyl-4-nitrovaleronitrileAusbeute 64,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8154Hexadecyltrimethylammonium chlorideKatalysatorHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Acrylonitrile (6.0 g, 113 mmol), 2-nitropropane (12.0 g, 135 mmol) and hexadecyltrimethyl ammonium chloride (2.0 g) were stirred in a 0.1N aqueous sodium hydroxide solution (200 ml) overnight at room temperature. The layers were separated and the aqueous layer was extracted twice with methylene chloride (50 ml). The combined organic layer was washed with saturated brine (30 ml). The solvent was evaporated and the residue was dried to give oily 4-methyl-4-nitrovaleronitrile (10.4 g, 73 mmol, yield 64.6%).

Aufarbeitung

  1. customThe layers were separated
  2. extractionthe aqueous layer was extracted twice with methylene chloride (50 ml)
  3. washThe combined organic layer was washed with saturated brine (30 ml)
  4. customThe solvent was evaporated
  5. customthe residue was dried

Quellen und Nachweise

ORD-Eintrag
ord-2b31a6a9f5244fc6b70accd89a114f91
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664412B2

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