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2-(Dimethylamino)ethyl acrylate → Quantacure ABQ

HRID 1709276
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1709276
[C:1]([O:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9])(=[O:4])[CH:2]=[CH2:3].[Br:11][CH2:12][C:13]1[CH:26]=[CH:25][C:16]([C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:18])=[CH:15][CH:14]=1>CC(C)=O>[Br-:11].[C:17]([C:16]1[CH:25]=[CH:26][C:13]([CH2:12][N+:8]([CH3:10])([CH3:9])[CH2:7][CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])=[CH:14][CH:15]=1)(=[O:18])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 171112-(Dimethylamino)ethyl acrylateHCID 1229514-(Bromomethyl)benzophenone

Produkt 1

HCID 22062597Quantacure ABQAusbeute 49,04 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Dimethylaminoethyl acrylate (9.11 mls) was added to a stirred solution of 4-bromomethylbenzophenone (13.75g) in acetone (50 mls) at 55° C. and the mixture was stirred for two hours at 60°±2° C. After cooling to room temperature, the stirred mixture was further cooled in an ice bath for two hours prior to filtration. After washing the residue with acetone (X1) followed by isopropyl ether (X2) the solid was dried under vacuo at room temperature. The crude title compound was obtained as a white crystalline solid (14.48g; m.p. 121°-123° C.) which was recrystallised from acetone (150 mls). Filtration, followed by sequentially washing with acetone (X1) then isopropyl ether (X1) and drying under vacuo at room temperature gave the title compound (10.26g; yield =49.04%) as white fine granular crystals of melting point equal to 122°-124° C. Analysis:

Aufarbeitung

  1. temperaturethe stirred mixture was further cooled in an ice bath for two hours
  2. filtrationto filtration
  3. washAfter washing the residue with acetone (X1)
  4. customwas dried under vacuo at room temperature
  5. customThe crude title compound was obtained as a white crystalline solid (14.48g; m.p. 121°-123° C.) which
  6. customwas recrystallised from acetone (150 mls)
  7. filtrationFiltration
  8. washby sequentially washing with acetone (X1)
  9. dry with materialisopropyl ether (X1) and drying under vacuo at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-e14e25336fe24562ac81546389c1937c
Quelldatensatz
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04948819

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