Sodium Hydroxide → 1-[2-(dimethylamino)ethoxy]-N,N,2-trimethylpropane-2-amine

HRID 541106

Reaktionsgleichung

Reaktionsgleichung von HRID 541106
[OH-].[Na+].[CH3:3][N:4]([CH3:10])[C:5]([CH3:9])([CH3:8])[CH2:6][OH:7].Cl.[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15]Cl>C1(C)C=CC=CC=1>[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][O:7][CH2:6][C:5]([CH3:9])([N:4]([CH3:10])[CH3:3])[CH3:8]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 234352-(Dimethylamino)-2-methylpropanolHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

Produkt 1

HCID 866576141-[2-(dimethylamino)ethoxy]-N,N,2-trimethylpropane-2-amineAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To toluene (100 ml), sodium hydroxide (16.7 g, 418 mmol) and 2-dimethylamino-2-methyl-1-propanol (23.4 g, 200 mmol) were added and the mixture was heated at reflux for 2 hours. After cooling to 70° C., β-dimethylaminoethyl chloride hydrochloride (28.8 g, 200 mmol) was added. Then, the mixture was heated at reflux for 5.5 hours. After cooling to room temperature, insolubles were separated by filtration and the organic phase was concentrated under reduced pressure. The residue was distilled under reduced pressure to obtain 10.3 g (in a yield of 27%) of the objective compound as a colorless liquid.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperatureThen, the mixture was heated
  4. temperatureat reflux for 5.5 hours
  5. temperatureAfter cooling to room temperature
  6. custominsolubles were separated by filtration
  7. concentrationthe organic phase was concentrated under reduced pressure
  8. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dc8c5e0dd9064b429536880dde457406
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871970B2

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