Water → N,N-Dibutyl-3-methoxybenzenamine

HRID 85321

Reaktionsgleichung

Reaktionsgleichung von HRID 85321
[CH2:1]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4].CI.[C:19](=O)([O-])[O-].[K+].[K+].O>CN1CCCC1=O.C(OCC)(=O)C>[CH2:1]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:19])[CH:7]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

7

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 601234N,N-Dibutyl-3-aminophenol

Produkt 1

HCID 4068285N,N-Dibutyl-3-methoxybenzenamineAusbeute 48,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

In 70 ml of 1-methyl-2-pyrrolidone were dissolved 10.0 g (45.18 mmol) of 3-(dibutylamino)phenol and 12.8 g (90.18 mmol) of methyl iodide. To this mixture was added 18.7 g (135.3 mmol) of anhydrous potassium carbonate and the mixture was stirred with heating at 60° C. for 6 hours. After the reaction mixture was poured into 350 ml of water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography to give 5.2 g of a colorless oily matter (yield: 48.7%).

Aufarbeitung

  1. washwashing with a saturated saline solution
  2. dry with materialdrying over anhydrous sodium sulfate, and concentration
  3. customThe residue was purified by silica gel column chromatography
  4. customto give 5.2 g of a colorless oily matter (yield: 48.7%)

Quellen und Nachweise

ORD-Eintrag
ord-6b6196217cdd4cb797549516ead8b597
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846955B2

Verknüpfte Notizen

Wird geladen…