2-(Dimethylamino)ethanol → 10-[4-[[4-(dodecyl)phenyl]azo]phenoxy]-N-(2-hydroxyethyl)-N,N-dimethyl-1-decanaminium bromide

HRID 5755

Reaktionsgleichung

Reaktionsgleichung von HRID 5755
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[N:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:23][CH:22]=2)=[CH:15][CH:14]=1.[CH3:39][N:40]([CH3:44])[CH2:41][CH2:42][OH:43].O1CCCC1>CO>[Br-:1].[CH2:27]([C:24]1[CH:25]=[CH:26][C:21]([N:20]=[N:19][C:16]2[CH:17]=[CH:18][C:13]([O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N+:40]([CH2:41][CH2:42][OH:43])([CH3:44])[CH3:39])=[CH:14][CH:15]=2)=[CH:22][CH:23]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Komponenten

5

Edukt 3

HCID 79022-(Dimethylamino)ethanolHCID 8028TetrahydrofuranHCID 197929294-(10-Bromodecyloxy)-4'-dodecylazobenzene

Produkt 1

HCID 1979292710-[4-[[4-(dodecyl)phenyl]azo]phenoxy]-N-(2-hydroxyethyl)-N,N-dimethyl-1-decanaminium bromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A 3000 ml three-necked round bottom flask was equipped with magnetic stirring, a heating mantle, a reflux condenser, and a nitrogen atmosphere. The flask was charged with 4-(10-bromodecyloxy)-4'-dodecylazobenzene (40 g, 0.068 mol), dimethylethanolamine (95.2 g, 1.068 mole) and 1050 ml of tetrahydrofuran. The reaction mixture was allowed to reflux for 24 hours. During the course of the reaction mixture. After 24 hours, the reaction mixture was cooled to room temperature, and then chilled in an icewater bath. The crystalline solid was isolated by suction filtration. The crude product was dissolved in hot methanol and filtered to remove insoluble impurities. The methanol was removed by evaporation at reduced pressure The crude product was recrystallized from tetrahydrofuran. Yield 28.0 g, 61.0%.

Aufarbeitung

  1. customA 3000 ml three-necked round bottom flask was equipped with magnetic stirring
  2. temperatureto reflux for 24 hours
  3. temperaturechilled in an icewater bath
  4. customThe crystalline solid was isolated by suction filtration
  5. filtrationfiltered
  6. customto remove insoluble impurities
  7. customThe methanol was removed by evaporation at reduced pressure The crude product
  8. customwas recrystallized from tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-1d8e39248edc4f098a636d77133a05dd
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246747

Verknüpfte Notizen

Wird geladen…