Реакция #684969

ord-eed983d020be4ed8bef379b414531a3b

Уравнение реакции

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

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеthe resulting reaction mixture
  2. 2
    Фильтрацияwas filtered
  3. 3
    Фильтрацияthrough filter paper
  4. 4
    ПромывкаThe organic layer was washed with saturated brine
  5. 5
    Концентрированиеconcentrated under reduced pressure
  6. 6
    ДругоеThe residue was recrystallized from ethyl acetate and hexane

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07897387B2uspto-grants-2011_03