Hydrogen Bromide → HCID 13472700, compound

HRID 326040Notes

Reaction equation

HRID 326040 reaction equation
C[O:2][C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:9]=[N:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:9]=[N:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13472699HCID 13472699, compound

Product 1

HCID 13472700HCID 13472700, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-(4-methoxyphenoxy)quinoline (2.6 g), acetic acid (20 ml) and hydrobromic acid (20 ml of 48%) was boiled under reflux for 5 hours. The solution was concentrated under reduced pressure, poured onto ice and the resultant precipitate was collected by filtration to give 3-(4-hydroxyphenoxy)quinoline as a dark brown solid (2.4 g), mp 250° C.

Workup

  1. temperatureunder reflux for 5 hours
  2. concentrationThe solution was concentrated under reduced pressure
  3. additionpoured onto ice
  4. filtrationthe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-218c51b6944e45a599014178ea4aa1f6
Source dataset
uspto-grants-1984_04
Patent number
US04444584

Reaction notes

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