Hydroquinone → 2,5-Dimethyl-4-(2-methoxycarbonyl-ethyl-amino)-1-iodo-benzene

HRID 1017794Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1017794
[CH3:1][C:2]1[CH:8]=[C:7]([I:9])[C:6]([CH3:10])=[CH:5][C:3]=1[NH2:4].[C:11]([O:15][CH3:16])(=[O:14])[CH:12]=[CH2:13].[OH-].C([N+](C)(C)C)C1C=CC=CC=1.C1(C=CC(O)=CC=1)O>>[CH3:10][C:6]1[CH:5]=[C:3]([NH:4][CH2:13][CH2:12][C:11]([O:15][CH3:16])=[O:14])[C:2]([CH3:1])=[CH:8][C:7]=1[I:9]

Komponenten

5

Edukt 4

HCID 785HydroquinoneHCID 7294Methyl AcrylateHCID 66854Benzyltrimethylammonium hydroxideHCID 4770984(4-Iodo-2,5-Dimethylphenyl)Amine

Produkt 1

HCID 184051642,5-Dimethyl-4-(2-methoxycarbonyl-ethyl-amino)-1-iodo-benzene

Versuchsvorschrift

15.0 g (0.061 mol) of 2,5-dimethyl-4-iodo-aniline, 55 ml of (0.611 mol) of methyl acrylate, 6 ml of benzyltrimethyl ammonium hydroxide and 0.3 g (3 mmol) of hydroquinone are refluxed for 11 days. Then the excess acrylate is distilled off and the residue is chromatographed on silica gel, eluting with methylene chloride.

Aufarbeitung

  1. distillationThen the excess acrylate is distilled off
  2. customthe residue is chromatographed on silica gel
  3. washeluting with methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-65e182c3e64e4a9287ee1088b3c7c16d
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06479524B1

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