1,4-Bis(bromomethyl)benzene → HCID 20322504, Verbindung

HRID 840007Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 840007
[K].[CH2:2]([C:4]1([CH3:20])[NH:15][C:14]([CH2:17][CH3:18])([CH3:16])[CH2:13][C:6]2([NH:10][C:9](=[O:11])[NH:8][C:7]2=[O:12])[CH:5]1[CH3:19])[CH3:3].Br[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29]Br)=[CH:25][CH:24]=1>CN(C)C=O>[CH2:2]([C:4]1([CH3:20])[NH:15][C:14]([CH2:17][CH3:18])([CH3:16])[CH2:13][C:6]2([NH:10][C:9](=[O:11])[N:8]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([CH2:29][N:8]4[C:7](=[O:12])[C:6]5([CH2:13][C:14]([CH3:16])([CH2:17][CH3:18])[NH:15][C:4]([CH3:20])([CH2:2][CH3:3])[CH:5]5[CH3:19])[NH:10][C:9]4=[O:11])=[CH:25][CH:24]=3)[C:7]2=[O:12])[CH:5]1[CH3:19])[CH3:3]

Komponenten

5

Edukt 3

HCID 693351,4-Bis(bromomethyl)benzeneHCID 5462222PotassiumHCID 203401897,9-Diethyl-6,7,9-trimethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

Produkt 1

HCID 20322504HCID 20322504, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To 80 ml of dimethylformamide were added 8.0 g of the potassium salt of 7,9-diethyl-6,7,9-trimethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione and 3.1 g of α,α'-dibromo-p-xylene; the mixture was heated, with stirring, at 60° C for 3 hours. The mixture was then concentrated by evaporation under reduced pressure and the residue was dissolved in chloroform. The chloroform solution was washed with water and dried over magnesium sulphate; the chloroform was then removed. The residue was purified first by column chromatography on silica gel (eluent: a 6 : 3 : 0.5 by volume mixture of ethyl acetate, benzene and triethylamine) and then by recrystallization from ethanol, giving 5.0 g of Compound 43 as crystals melting at 272° - 274° C.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. concentrationThe mixture was then concentrated by evaporation under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washThe chloroform solution was washed with water
  5. dry with materialdried over magnesium sulphate
  6. customthe chloroform was then removed
  7. customThe residue was purified first by column chromatography on silica gel (eluent
  8. additiona 6 : 3 : 0.5 by volume mixture of ethyl acetate, benzene and triethylamine) and then
  9. customby recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-fda41a52a5664b799f8d905c778db651
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04097587

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