Glycidyl methacrylate → Quadrol dimethylacrylate

HRID 477719

Reaktionsgleichung

Reaktionsgleichung von HRID 477719
[C:1](O[CH2:7][CH:8]1[O:10][CH2:9]1)(=O)[C:2](C)=[CH2:3].C[O:12]C1C=[CH:17][C:16]([OH:19])=[CH:15]C=1.[OH:20][CH:21]([CH3:31])[CH2:22][NH:23][CH2:24][CH2:25][NH:26][CH2:27][CH:28]([OH:30])[CH3:29]>CO>[CH3:29][CH:28]([OH:30])[CH2:27][N:26]([CH2:9][CH:8]([OH:10])[CH3:7])[CH2:25][CH2:24][N:23]([CH2:17][CH:16]([OH:19])[CH3:15])[CH2:22][CH:21]([OH:20])[CH3:31].[CH3:1][C:2]([CH3:3])=[CH:29][C:28]([O-:30])=[O:12]

Komponenten

5

Edukt 3

HCID 7837Glycidyl methacrylateHCID 90154-MethoxyphenolHCID 1029642-Propanol, 1,1'-(1,2-ethanediyldiimino)bis-

Produkt 1

HCID 131716219Quadrol dimethylacrylateAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

Glycidyl methacrylate (4.8g, 34 mmol) and 4-methoxyphenol (0.13 g) were added to a solution of N,N'-bis-(2-hydroxypropyl)ethylenediamine (IV-a) (3.0 g, 17 mmol) in 80 mL of methanol at 0° C. The mixture was brought to room temperature and maintained for eight days, followed by heating for 24 hours at 30° C. A quantitative yield of a viscous, slightly brown liquid was obtained after removal of the solvent. The product was further purified by dissolving the liquid in water followed by the addition of sodium chloride to saturation. The oil layer was separated, dissol ved in CH2Cl2 and dried over magnesium sulfate. Filtration and removal of solvent yielded Quadrol dimethylacrylate (VII-a) [yield 48 percent: IR(neet):3350(broad OH); 1700 (C=O); 1620(C=C); NMR (CDCl3): δ6.1(s,2H); 5.6(s,2H); 3.8(broad m,8H); 2.6(broad m,12); 2.0(s,6H); 1.1(d,6H)].

Aufarbeitung

  1. customwas brought to room temperature
  2. temperaturemaintained for eight days
  3. customA quantitative yield of a viscous, slightly brown liquid was obtained
  4. customafter removal of the solvent
  5. customThe product was further purified
  6. dissolutionby dissolving the liquid in water
  7. additionfollowed by the addition of sodium chloride to saturation
  8. customThe oil layer was separated
  9. dry with materialdried over magnesium sulfate
  10. filtrationFiltration and removal of solvent

Quellen und Nachweise

ORD-Eintrag
ord-31f38aca7f7b496987b1ccacf9a723f4
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04889530

Verknüpfte Notizen

Wird geladen…