Reacción #684969

ord-eed983d020be4ed8bef379b414531a3b

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe resulting reaction mixture
  2. 2
    Filtraciónwas filtered
  3. 3
    Filtraciónthrough filter paper
  4. 4
    LavadoThe organic layer was washed with saturated brine
  5. 5
    Concentraciónconcentrated under reduced pressure
  6. 6
    OtroThe residue was recrystallized from ethyl acetate and hexane

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07897387B2uspto-grants-2011_03