تفاعل #684969

ord-eed983d020be4ed8bef379b414531a3b

معادلة التفاعل

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

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe resulting reaction mixture
  2. 2
    ترشيحwas filtered
  3. 3
    ترشيحthrough filter paper
  4. 4
    غسيلThe organic layer was washed with saturated brine
  5. 5
    تركيزconcentrated under reduced pressure
  6. 6
    أخرىThe residue was recrystallized from ethyl acetate and hexane

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07897387B2uspto-grants-2011_03