Réaction #684969

ord-eed983d020be4ed8bef379b414531a3b

Équation de réaction

O
Water
CCOC(C)=O
ethyl acetate
Oc1nccc2ccccc12
1-hydroxyisoquinoline
BrBr
Bromine
Oc1ncc(Br)c2ccccc12
title compound
Rendement 80.1%
Oc1ncc(Br)c2ccccc12
4-Bromo-1-isoquinolinol
Rendement 80.1%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe resulting reaction mixture
  2. 2
    Filtrationwas filtered
  3. 3
    Filtrationthrough filter paper
  4. 4
    LavageThe organic layer was washed with saturated brine
  5. 5
    Concentrationconcentrated under reduced pressure
  6. 6
    AutreThe residue was recrystallized from ethyl acetate and hexane

Mode opératoire

Bromine (1.78 ml, 34.5 mmol) was added to an ice-cooled solution of 1-hydroxyisoquinoline (5.01 g, 34.5 mmol) in acetic acid (50 ml), and this reaction mixture was stirred at room temperature for 2 hours. Water, ethyl acetate, and tetrahydrofuran were added, and the resulting reaction mixture was filtered through filter paper. The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate and hexane to give the title compound (6.19 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07897387B2uspto-grants-2011_03