Acetone → 2-Methyl-2-[(4-methylphenyl)amino]propanenitrile

HRID 1927318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927318
[C-:1]#[N:2].[Na+].[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1.[CH3:12][C:13]([CH3:15])=O.C(OCC)(=O)C>C(O)(=O)C>[CH3:12][C:13]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1)([CH3:15])[C:1]#[N:2]

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 7813p-ToluidineHCID 8857Ethyl AcetateHCID 8929Sodium Cyanide

Produkt 1

HCID 212392432-Methyl-2-[(4-methylphenyl)amino]propanenitrileAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Sodium cyanide (0.735 g, 15 mmol) was added to a mixture of p-toluidine (1.07 g, 10 mmol) and acetone (1.16 g, 20 mmol) in 90% acetic acid (10 ml). The reaction mixture was stirred at room temperature for 12 h and then ethyl acetate (50 ml) was added. The organic layer was washed with water (4×30 ml), dried over magnesium sulfate and concentrated under vacuum to dryness to yield 2-methyl-2-(4-methylphenyl)aminopropanenitrile, 5a (1.65g, 9.5 mmol, 95%) as a brown solid.

Aufarbeitung

  1. washThe organic layer was washed with water (4×30 ml)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b4db7c40e23c4cd68f37683278679de9
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183274B2

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