Reaktion #78798

ord-f5e80ea4bce44aebb9b6189df4f7579d

Reaktionsgleichung

O=[N+]([O-])c1ccc([N+](=O)[O-])c(O)c1
2,5-dinitrophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCC=CCBr
1,4-dibromo-2-butene
→
O=[N+]([O-])c1ccc([N+](=O)[O-])c(OCC=CCBr)c1
1-bromo-4-(2,5-dinitrophenyloxy)but-2-ene

Edukte

O=[N+]([O-])c1ccc([N+](=O)[O-])c(O)c1
2,5-dinitrophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCC=CCBr
1,4-dibromo-2-butene

Reagenzien

Keine

Lösungsmittel

CN1CCCC1=O
NMP

Reaktionsbedingungen

Temperatur
45°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionExtraction
  2. 2
    workup.DISTILLATIONin the normal fashion and Kugelrohr distillation of the excess dibromide (0.1 mm Hg, 80° C.)

Vorschrift

A mixture of 2,5-dinitrophenol (4.0 g), potassium carbonate (4.6 g), NMP (40 mL) and 1,4-dibromo-2-butene (14.0 g) is heated to 45° C. for 2 hr. Extraction in the normal fashion and Kugelrohr distillation of the excess dibromide (0.1 mm Hg, 80° C.) gives 1-bromo-4-(2,5-dinitrophenyloxy)but-2-ene (mp 81-83° C.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713135B2uspto-grants-2004_03