N-bromobutanimide → 2-bromo-4-(4-pyridinylmethyl)Benzenamine

HRID 1417245

Reaktionsgleichung

Reaktionsgleichung von HRID 1417245
[Br:1]N1C(=O)CCC1=O.[N:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]2[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=2)=[CH:11][CH:10]=1>CN(C)C=O.C(OCC)C>[Br:1][C:18]1[CH:17]=[C:16]([CH2:15][C:12]2[CH:13]=[CH:14][N:9]=[CH:10][CH:11]=2)[CH:22]=[CH:21][C:19]=1[NH2:20]

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 3071584-[(Pyridin-4-yl)methyl]aniline

Produkt 1

HCID 218656452-bromo-4-(4-pyridinylmethyl)Benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

A solution of 18.34 g (0.103 mol) of N-bromosuccinimide in 60 ml of dimethylformamide is added dropwise, shielded from light, to a solution of 20 g (0.1084 mol) of 4-(4-pyridylmethyl)aniline in 180 ml of dimethylformamide. After 1 hour, the solvent is evaporated off under reduced pressure and the solid is taken up in 200 ml of dichloromethane. The solution is subsequently washed with 100 ml of water and then with 100 ml of a saturated sodium chloride solution. After customary treatment of the organic phase, an oil is obtained which is taken up in 500 ml of diethyl ether, and the whole is left in a refrigerator for 2 days. After filtration, the expected product is obtained.

Aufarbeitung

  1. customthe solvent is evaporated off under reduced pressure
  2. washThe solution is subsequently washed with 100 ml of water
  3. customAfter customary treatment of the organic phase, an oil is obtained which
  4. waitthe whole is left in a refrigerator for 2 days
  5. filtrationAfter filtration

Quellen und Nachweise

ORD-Eintrag
ord-b176f1137830430bae59f30d7ccaaa13
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05877190

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