N-bromobutanimide → 2-bromo-1-bromomethyl-3-nitrobenzene

HRID 485562

Reaktionsgleichung

Reaktionsgleichung von HRID 485562
[Br:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:11].[Br:12]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:11][Br:12]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 2318282-Bromo-3-nitrotoluene

Produkt 1

HCID 110663422-bromo-1-bromomethyl-3-nitrobenzeneAusbeute 90,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A stirred solution of 1-bromo-2-methyl-6-nitrobenzene (16.2 g, 0.075 mole) in 200 ml of carbon tetrachloride was irradiated and heated at reflux with a 250 watt brooder lamp. N-bromosuccinimide (13.5 g, 0.075 mole) was added to the refluxing reaction mixture, and the mixture was stirred for approximately 23 hours. The mixture was cooled, filtered, and washed with two 200 ml portions of saturated aqueous sodium chloride solution. The organic phase was passed through phase separation filter paper. The filtrate was evaporated under reduced pressure to give 2-bromo-1-bromomethyl-3-nitrobenzene (20 g).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux with a 250 watt brooder lamp
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washwashed with two 200 ml portions of saturated aqueous sodium chloride solution
  6. customThe organic phase was passed through phase separation
  7. filtrationfilter paper
  8. customThe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e748fb93d32148a7a0fee7927360b558
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536591

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