Reaktion #684969

ord-eed983d020be4ed8bef379b414531a3b

Reaktionsgleichung

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

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07897387B2uspto-grants-2011_03