Dimethylamine → N,N-dimethyl-1-(3-methyl-4-nitrophenyl)methanamine

HRID 402670Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 402670
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH2:5]Br.[CH3:13][NH:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:13][N:14]([CH3:15])[CH2:5][C:4]1[CH:7]=[CH:8][C:9]([N+:10]([O-:12])=[O:11])=[C:2]([CH3:1])[CH:3]=1

Komponenten

5

Edukt 3

HCID 674DimethylamineHCID 11430Potassium CarbonateHCID 44459783-Methyl-4-nitrobenzyl bromide

Produkt 1

HCID 53486119N,N-dimethyl-1-(3-methyl-4-nitrophenyl)methanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-methyl-4-nitrobenzyl bromide (1.0 g, 4.3 mmol), anhydrous dimethylamine (0.34 mL, 5.1 mmol) and potassium carbonate (1.5 g, 0.011 mol) in N,N-dimethylformamide (4.5 mL) was stirred at 70° C. for 12 h. Cooled to ambient temperature, the reaction mixture was poured into ice water, extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated to afford N,N-dimethyl-1-(3-methyl-4-nitrophenyl)methanamine as oil (0.80 g, y. 95%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-24615e3b449d4f09b1ac4374387dbff1
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08742113B2

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