Potassium Carbonate → 4-[2-(Diethylamino)ethoxy]benzonitrile

HRID 1858219

Reaktionsgleichung

Reaktionsgleichung von HRID 1858219
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+].Cl.[CH2:19]([N:21]([CH2:25][CH3:26])[CH2:22][CH2:23]Cl)[CH3:20]>C1(C)C(C)=CC=CC=1.O>[CH2:19]([N:21]([CH2:25][CH3:26])[CH2:22][CH2:23][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)[CH3:20]

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 14798Sodium Hydroxide

Produkt 1

HCID 3410044-[2-(Diethylamino)ethoxy]benzonitrileAusbeute 74,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A solution of 8.04 g (67 mmol) of 4-cyanophenol in 100 ml of xylene was treated with a solution of 2.99 g (74 mmol) of sodium hydroxide in 20 ml of water and the mixture was stirred for 30 minutes. To this mixture were added 13.88 g (100 mmol) of potassium carbonate and 12.83 g (75 mmol) of 2-diethylaminoethyl chloride hydrochloride. The resulting mixture was then heated at reflux for 3 hours, subsequently left to cool, washed twice with 50 ml of water each time, dried over magnesium sulfate, filtered and evaporated to give 10.93 g (74%) of 4-(2-diethylaminoethoxy)benzonitrile as a colorless mobile liquid.

Aufarbeitung

  1. temperatureThe resulting mixture was then heated
  2. temperatureat reflux for 3 hours
  3. waitsubsequently left
  4. temperatureto cool
  5. washwashed twice with 50 ml of water each time
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7f3cb291a2d5419696549231206e08b8
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06150373

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